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CAS 106-95-6

3-bromoprop-1-ene1-Bromo-2-propene

Codes: MRIO-001, MRIO-002, Atorvastatin-157, METOPR-011, DOLU-016, LEVO-021, PRUC-025, IXAB-054, PACR-005, TREP-032, ERTA-002, EPTI-061

Application context (from source-drug indications)

Diabetic neuropathyMirogabalin besilatePostherpetic neuralgiaMirogabalin besilatePeripheral nervous system disorderMirogabalin besilateCardiac and vascular disordersAtorvastatin/Hydrochlorothiazide/Aspirin/EnalaprilHypertensionAtorvastatin/Hydrochlorothiazide/Aspirin/EnalaprilHyperlipidaemiaAtorvastatin/Hydrochlorothiazide/Aspirin/EnalaprilHeart diseaseAtorvastatin/Hydrochlorothiazide/Aspirin/EnalaprilAngina pectorisIvabradine Hydrochloride/Metoprolol TartrateHIV infectionDolutegravir SodiumLabour and deliveryDolutegravir SodiumMycobacterium tuberculosis infectionDolutegravir SodiumHepatitisDolutegravir SodiumHerpesvirus infectionDolutegravir SodiumHepatic function declineDolutegravir SodiumMajor depressive disorderLevomilnacipran HydrochlorideIschaemic strokeLevomilnacipran HydrochlorideDepressionLevomilnacipran HydrochlorideConstipationPrucalopride SuccinatePostoperative complicationPrucalopride SuccinateEnteral feeding intolerancePrucalopride SuccinateOpioid-induced constipationPrucalopride SuccinatePainPrucalopride SuccinateIntestinal pseudo-obstructionPrucalopride SuccinateHyperlipidaemiaAtorvastatin strontiumSubarachnoid haemorrhageAtorvastatin strontiumHypertensionAtorvastatin strontiumBreast cancerIxabepiloneMetastatic breast cancerIxabepiloneCervical cancerIxabepiloneProstate cancerIxabepiloneSolid tumourIxabepiloneNeutropeniaIxabepiloneHypertensionMetoprolol SuccinateAngina pectorisMetoprolol SuccinateHeart failureMetoprolol SuccinateHyperthyroidismMetoprolol SuccinateArrhythmiaMetoprolol SuccinateCardiac neurosisMetoprolol SuccinateMyelofibrosisPacritinib CitrateThrombocytopeniaPacritinib CitrateAcute myeloid leukaemiaPacritinib CitrateEssential thrombocythaemiaPacritinib CitratePolycythaemia veraPacritinib CitrateChronic myelomonocytic leukaemiaPacritinib CitrateInterstitial lung diseaseTreprostinilPulmonary hypertensionTreprostinilPulmonary arterial hypertensionTreprostinilIdiopathic pulmonary fibrosisTreprostinilPulmonary fibrosisTreprostinilIdiopathic pulmonary arterial hypertensionTreprostinilComplicated skin and skin structure infectionErtapenem SodiumIntra-abdominal infectionErtapenem SodiumBacteraemiaErtapenem SodiumUrinary tract infectionErtapenem SodiumCommunity-acquired pneumoniaErtapenem SodiumPyelonephritisErtapenem SodiumUnstable anginaEptifibatideMyocardial infarctionEptifibatideIschaemic strokeEptifibatideAcute coronary syndromeEptifibatideSickle cell diseaseEptifibatideST段抬高型心肌梗死Eptifibatide

Source drugs (routes using this intermediate)

DrugTierExpiry
Mirogabalin besilateTier C — Watch / trade2030
Atorvastatin/Hydrochlorothiazide/Aspirin/EnalaprilTier C — Watch / trade-
Ivabradine Hydrochloride/Metoprolol TartrateTier C — Watch / trade-
Dolutegravir SodiumTier B — Position early-
Levomilnacipran HydrochlorideTier C — Watch / trade-
Prucalopride SuccinateTier C — Watch / trade-
Atorvastatin strontiumTier C — Watch / trade-
IxabepiloneTier C — Watch / trade-
Metoprolol SuccinateTier C — Watch / trade-
Pacritinib CitrateTier C — Watch / trade-
TreprostinilTier B — Position early-
Ertapenem SodiumTier C — Watch / trade-
EptifibatideTier C — Watch / trade-

Position in synthesis routes (up/downstream chain)

Ordered by route registration; left → right is the synthesis direction. The highlighted node is the current CAS; others link to their own profiles.

Atorvastatin/Hydrochlorothiazide/Aspirin/EnalaprilOptimised routesteps: 5total yield: /
1,1-Dimethylethyl cyanoacetate→1-Bromo-2-propene→tert-Butyl 3-oxohex-5-enoate→tert-Butyl (3R)-3-hydroxyhex-5-enoate→tert-Butyl [(4R,6S)-6-(bromomethyl)-2-oxo-1,3-dioxan-4-yl]acetate→[(4S,6R)-6-[2-(tert-Butoxy)-2-oxoethyl]-2,2-dimethyl-1,3-dioxan-4-yl]methyl acetate→(4R,6S)-6-Hydroxymethyl-2,2-dimethyl-1,3-dioxane-4-acetic Acid 1,1-dimethylethyl ester
Ivabradine Hydrochloride/Metoprolol TartrateOptimised routesteps: 2total yield: 0.62 g
Dolutegravir SodiumOriginator routesteps: 17total yield: /
3-hydroxy-2-methyl-4H-pyran-4-one→3-(benzyloxy)-2-methyl-4H-pyran-4-one→3-(benzyloxy)-2-methylpyridin-4(1H)-one→3-(benzyloxy)-5-bromo-2-methylpyridin-4-ol→methyl 5-(benzyloxy)-4-hydroxy-6-methylnicotinate→methyl 4-acetoxy-5-(benzyloxy)-6-methylnicotinate→4-acetoxy-3-(benzyloxy)-5-(methoxycarbonyl)-2-methylpyridine 1-oxide→methyl 4-acetoxy-6-(acetoxymethyl)-5-(benzyloxy)nicotinate→6-(acetoxymethyl)-5-(benzyloxy)-4-oxo-1,4-dihydropyridine-3-carboxylic acid→(2,4-difluorophenyl)methanamine→5-(benzyloxy)-N-(2,4-difluorobenzyl)-6-(hydroxymethyl)-4-oxo-1,4-dihydropyridine-3-carboxamide→5-(benzyloxy)-N-(2,4-difluorobenzyl)-6-formyl-4-oxo-1,4-dihydropyridine-3-carboxamide→3-(benzyloxy)-5-((2,4-difluorobenzyl)carbamoyl)-4-oxo-1,4-dihydropyridine-2-carboxylic acid→methyl 3-(benzyloxy)-5-((2,4-difluorobenzyl)carbamoyl)-4-oxo-1,4-dihydropyridine-2-carboxylate→methyl 3-(benzyloxy)-5-((2,4-difluorobenzyl)carbamoyl)-4-oxo-1,4-dihydropyridine-2-carboxylate→3-bromoprop-1-ene→methyl 1-allyl-3-(benzyloxy)-5-((2,4-difluorobenzyl)carbamoyl)-4-oxo-1,4-dihydropyridine-2-carboxylate→methyl 3-(benzyloxy)-5-((2,4-difluorobenzyl)carbamoyl)-4-oxo-1-(2-oxoethyl)-1,4-dihydropyridine-2-carboxylate→(R)-3-aminobutan-1-ol→(4R,12aS)-7-(benzyloxy)-N-(2,4-difluorobenzyl)-4-methyl-6,8-dioxo-3,4,6,8,12,12a-hexahydro-2H-pyrido[1',2':4,5]pyrazino[2,1-b][1,3]oxazine-9-carboxamide
Atorvastatin strontiumOptimised routesteps: 5total yield: /
1,1-Dimethylethyl cyanoacetate→1-Bromo-2-propene→tert-Butyl 3-oxohex-5-enoate→tert-Butyl (3R)-3-hydroxyhex-5-enoate→tert-Butyl [(4R,6S)-6-(bromomethyl)-2-oxo-1,3-dioxan-4-yl]acetate→[(4S,6R)-6-[2-(tert-Butoxy)-2-oxoethyl]-2,2-dimethyl-1,3-dioxan-4-yl]methyl acetate→(4R,6S)-6-Hydroxymethyl-2,2-dimethyl-1,3-dioxane-4-acetic Acid 1,1-dimethylethyl ester
IxabepiloneOptimised routesteps: 10total yield: 27 mg
tert-butyl (S,E)-(2-methyl-1-(2-methylthiazol-4-yl)-5-oxopent-1-en-3-yl)carbamate→(S,1E,5Z)-6-iodo-2-methyl-1-(2-methylthiazol-4-yl)hepta-1,5-dien-3-amine→(4S,7R,8S,9S,16S,Z)-4,8-dihydroxy-5,5,7,9,13-pentamethyl-16-((E)-1-(2-methylthiazol-4-yl)prop-1-en-2-yl)azacyclohexadec-13-ene-2,6-dione→1-((3aR,6R,7aS)-2,2-dioxidotetrahydro-3H-3a,6-methanobenzo[c]isothiazol-1(4H)-yl)ethan-1-one compound with ethane (1:1)→3,3-dimethylhexane-2,4-dione→(S)-1-((3aR,6R,7aS)-2,2-dioxidotetrahydro-3H-3a,6-methanobenzo[c]isothiazol-1(4H)-yl)-3-hydroxy-4,4-dimethylheptane-1,5-dione compound with ethane (1:1)→(S)-3-((tert-butyldimethylsilyl)oxy)-1-((3aR,6R,7aS)-2,2-dioxidotetrahydro-3H-3a,6-methanobenzo[c]isothiazol-1(4H)-yl)-4,4-dimethylheptane-1,5-dione compound with ethane (1:1)→(S)-2-methylpent-4-enal→(3S,6R,7S,8S)-3-((tert-butyldimethylsilyl)oxy)-1-((3aR,6R,7aS)-2,2-dioxidotetrahydro-3H-3a,6-methanobenzo[c]isothiazol-1(4H)-yl)-7-hydroxy-4,4,6,8-tetramethylundec-10-ene-1,5-dione compound with ethane (1:1)→(3S,6R,7S,8S)-3,7-bis((tert-butyldimethylsilyl)oxy)-1-((3aR,6R,7aS)-2,2-dioxidotetrahydro-3H-3a,6-methanobenzo[c]isothiazol-1(4H)-yl)-4,4,6,8-tetramethylundec-10-ene-1,5-dione compound with ethane (1:1)→tert-butyl ((S,1E,5Z)-6-iodo-2-methyl-1-(2-methylthiazol-4-yl)hepta-1,5-dien-3-yl)carbamate→tert-butyl ((1E,3S,5Z,10S,11S,12R,15S)-11,15-bis((tert-butyldimethylsilyl)oxy)-17-((3aR,6R,7aS)-2,2-dioxidotetrahydro-3H-3a,6-methanobenzo[c]isothiazol-1(4H)-yl)-2,6,10,12,14,14-hexamethyl-1-(2-methylthiazol-4-yl)-13,17-dioxoheptadeca-1,5-dien-3-yl)carbamate compound with ethane (1:1)→(3S,6R,7S,8S,12Z,15S,16E)-15-((tert-butoxycarbonyl)amino)-3,7-bis((tert-butyldimethylsilyl)oxy)-4,4,6,8,12,16-hexamethyl-17-(2-methylthiazol-4-yl)-5-oxoheptadeca-12,16-dienoic acid→(3S,6R,7S,8S,12Z,15S,16E)-15-amino-3,7-bis((tert-butyldimethylsilyl)oxy)-4,4,6,8,12,16-hexamethyl-17-(2-methylthiazol-4-yl)-5-oxoheptadeca-12,16-dienoic acid→(4S,7R,8S,9S,16S,Z)-4,8-bis((tert-butyldimethylsilyl)oxy)-5,5,7,9,13-pentamethyl-16-((E)-1-(2-methylthiazol-4-yl)prop-1-en-2-yl)azacyclohexadec-13-ene-2,6-dione→(E)-2-methyl-3-(2-methylthiazol-4-yl)acrylaldehyde→(R)-2-methylpropane-2-sulfinamide→(R)-2-methyl-N-((1E,2E)-2-methyl-3-(2-methylthiazol-4-yl)allylidene)propane-2-sulfinamide→3-bromoprop-1-ene→(R)-2-methyl-N-((S,E)-2-methyl-1-(2-methylthiazol-4-yl)hexa-1,5-dien-3-yl)propane-2-sulfinamide→(S,E)-2-methyl-1-(2-methylthiazol-4-yl)hexa-1,5-dien-3-amine→tert-butyl (S,E)-(2-methyl-1-(2-methylthiazol-4-yl)hexa-1,5-dien-3-yl)carbamate→tert-butyl ((3S,E)-5,6-dihydroxy-2-methyl-1-(2-methylthiazol-4-yl)hex-1-en-3-yl)carbamate
Metoprolol SuccinateOptimised routesteps: 2total yield: 0.62 g
TreprostinilOptimised routesteps: 15total yield: 76 mg
TreprostinilOptimised routesteps: 24total yield: /
methyl 2-bromoacetate→(1R,2R,3aS,9aS)-1-((S)-3-hydroxyoctyl)-2,3,3a,4,9,9a-hexahydro-1H-cyclopenta[b]naphthalene-2,5-diol→(3-methoxyphenyl)methanol→tert-butyl((3-methoxybenzyl)oxy)dimethylsilane→3-bromoprop-1-ene→((2-allyl-3-methoxybenzyl)oxy)(tert-butyl)dimethylsilane→(2-allyl-3-methoxyphenyl)methanol→2-allyl-3-methoxybenzaldehyde→(R)-5-(but-3-yn-1-yl)-2,2,3,3,8,8,9,9-octamethyl-4,7-dioxa-3,8-disiladecane→(6R)-1-(2-allyl-3-methoxyphenyl)-6,7-bis((tert-butyldimethylsilyl)oxy)hept-2-yn-1-ol→(R)-1-(2-allyl-3-methoxyphenyl)-6,7-bis((tert-butyldimethylsilyl)oxy)hept-2-yn-1-one→(R)-1-methyl-3,3-diphenylhexahydropyrrolo[1,2-c][1,3,2]oxazaborole→(1S,6R)-1-(2-allyl-3-methoxyphenyl)-6,7-bis((tert-butyldimethylsilyl)oxy)hept-2-yn-1-ol→(5S,10R)-5-(2-allyl-3-methoxyphenyl)-10-((tert-butyldimethylsilyl)oxy)-2,2,3,3,13,13,14,14-octamethyl-4,12-dioxa-3,13-disilapentadec-6-yne→(4R,9aS)-3-((R)-3,4-bis((tert-butyldimethylsilyl)oxy)butyl)-4-((tert-butyldimethylsilyl)oxy)-8-methoxy-1,4,9,9a-tetrahydro-2H-cyclopenta[b]naphthalen-2-one→(3aS,9aS)-1-((R)-3,4-bis((tert-butyldimethylsilyl)oxy)butyl)-5-methoxy-1,3,3a,4,9,9a-hexahydro-2H-cyclopenta[b]naphthalen-2-one→(1R,2R,3aS,9aS)-1-((R)-3,4-bis((tert-butyldimethylsilyl)oxy)butyl)-5-methoxy-2,3,3a,4,9,9a-hexahydro-1H-cyclopenta[b]naphthalen-2-ol→(R)-5-(2-((1R,2R,3aS,9aS)-2-((tert-butyldiphenylsilyl)oxy)-5-methoxy-2,3,3a,4,9,9a-hexahydro-1H-cyclopenta[b]naphthalen-1-yl)ethyl)-2,2,3,3,8,8,9,9-octamethyl-4,7-dioxa-3,8-disiladecane→(R)-4-((1R,2R,3aS,9aS)-2-((tert-butyldiphenylsilyl)oxy)-5-methoxy-2,3,3a,4,9,9a-hexahydro-1H-cyclopenta[b]naphthalen-1-yl)butane-1,2-diol→TREP-055→tert-butyl(((1R,2R,3aS,9aS)-5-methoxy-1-(2-((R)-oxiran-2-yl)ethyl)-2,3,3a,4,9,9a-hexahydro-1H-cyclopenta[b]naphthalen-2-yl)oxy)diphenylsilane→(S)-1-((1R,2R,3aS,9aS)-2-((tert-butyldiphenylsilyl)oxy)-5-methoxy-2,3,3a,4,9,9a-hexahydro-1H-cyclopenta[b]naphthalen-1-yl)octan-3-ol→(1R,2R,3aS,9aS)-2-((tert-butyldiphenylsilyl)oxy)-1-((S)-3-hydroxyoctyl)-2,3,3a,4,9,9a-hexahydro-1H-cyclopenta[b]naphthalen-5-ol→ethyl 2-(((1R,2R,3aS,9aS)-2-hydroxy-1-((S)-3-hydroxyoctyl)-2,3,3a,4,9,9a-hexahydro-1H-cyclopenta[b]naphthalen-5-yl)oxy)acetate→(S)-oxiran-2-ylmethanol→(R)-tert-butyldimethyl(oxiran-2-ylmethoxy)silane→trimethyl(prop-1-yn-1-yl)silane→(R)-1-((tert-butyldimethylsilyl)oxy)-6-(trimethylsilyl)hex-5-yn-2-ol→(R)-1-((tert-butyldimethylsilyl)oxy)hex-5-yn-2-ol
EptifibatideOptimised routesteps: 6total yield: /
N-(((9H-fluoren-9-yl)methoxy)carbonyl)-S-trityl-L-cysteine→(S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-4-(tert-butoxy)-4-oxobutanoic acid→3-(tritylthio)propanoic acid→(S)-pyrrolidine-2-carboxylic acid→(S)-tert-butyl 3-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-4-(((S)-1-((S)-2-(((R)-1-amino-1-oxo-3-(tritylthio)propan-2-yl)carbamoyl)pyrrolidin-1-yl)-3-(1H-indol-3-yl)-1-oxopropan-2-yl)amino)-4-oxobutanoate→L-cysteine hydrochloride→(R)-(9H-fluoren-9-yl)methyl (1-amino-1-oxo-3-(tritylthio)propan-2-yl)carbamate→(2R,3R)-2,3-dihydroxysuccinic acid→(R)-2-amino-3-(tritylthio)propanamide (2R,3R)-2,3-dihydroxysuccinate→(R)-1-((S)-2-((S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-4-(tert-butoxy)-4-oxobutanamido)-3-(1H-indol-3-yl)propanoyl)pyrrolidine-2-carboxylic acid→EPTI-057→EPTI-058→(S)-2-amino-3-(1H-indol-3-yl)propanoic acid→(S)-2-((tert-butoxycarbonyl)amino)-3-(1H-indol-3-yl)propanoic acid→3-bromoprop-1-ene→(R)-2-allyl 1-tert-butyl pyrrolidine-1,2-dicarboxylate→(R)-allyl 1-((S)-2-((tert-butoxycarbonyl)amino)-3-(1H-indol-3-yl)propanoyl)pyrrolidine-2-carboxylate→(R)-allyl 1-((S)-2-((S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-4-(tert-butoxy)-4-oxobutanamido)-3-(1H-indol-3-yl)propanoyl)pyrrolidine-2-carboxylate→EPTI-065→EPTI-066→EPTI-067

Intermediates available on this site

Side-by-side comparison of all listed offers on this CAS; price bands are list-price ranges, final price subject to RFQ confirmation.

SupplierProductPrice bandMOQLead timeQualificationsAction
Qualified Partner — East China API Works(1R,5S)-3-ethyl-Bicyclo[3.2.0]hept-3-en-6-one
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Unibest Nantong cGMP Site3-ethylbicyclo[3.2.0]hept-3-en-6-one
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Qualified Partner — East China API Works(1R,2R,3aS,9aS)-2,3,3a,4,9,9a-Hexahydro-1-[(3S)-3-hydroxyoctyl]-1H-benz[f]indene-2,5-diol
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Unibest Nantong cGMP Site1-broMo-5-fluoro-2-Methyl-3-nitrobenzene
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Unibest Taizhou GMP-like Sitemethyl 4-cyclopropyl-2-fluorobenzoate
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Qualified Partner — East China API Workstert-butyl 2-(4-amino-6-chloropyrimidin-5-yloxy)ethylmethylcarbamate
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Unibest Nantong cGMP Site2H-Benz[f]inden-2-one, 9-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-3,3a,4,9-tetrahydro-5-methoxy-1-[(3S)-3-[(tetrahydro-2H-pyran-2-yl)oxy]octyl]-, (3aS,9R)-
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Unibest Taizhou GMP-like Site2-allyl-3-methoxybenzaldehyde
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Qualified Partner — East China API Works(5S)-1-Decyn-5-ol
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