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CAS 123-38-6

Methyl acetaldehydepropionaldehydePropanal

Codes: (II)101438-35-a, ROTI-013, Cefcamate Pivoxil Hydrochloride-029

Application context (from source-drug indications)

Breast cancerPaclitaxel/Encequidar mesylateAdenocarcinomaPaclitaxel/Encequidar mesylateAngiosarcomaPaclitaxel/Encequidar mesylateSolid tumourPaclitaxel/Encequidar mesylateRestless legs syndromeRotigotineParkinson's diseaseRotigotineSubstance-related disorderRotigotineDrug-related adverse effects and reactionsRotigotineTissue adhesionsRotigotinePostoperative painRotigotinePancreatic cancerPaclitaxelNon-small cell lung cancerPaclitaxelHodgkin's diseasePaclitaxelSeminomaPaclitaxelOvarian cancerPaclitaxelBreast cancerPaclitaxelBacterial infectionCefcamate Pivoxil Hydrochloride

Source drugs (routes using this intermediate)

DrugTierExpiry
Paclitaxel/Encequidar mesylateTier C — Watch / trade-
RotigotineTier C — Watch / trade-
PaclitaxelTier B — Position early-
Cefcamate Pivoxil HydrochlorideTier 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.

Paclitaxel/Encequidar mesylateOptimised routesteps: 17total yield: /
2-(2-Propynyloxy)tetrahydropyran→Methyl acetaldehyde→6-(oxan-2-yloxy)hex-4-yn-3-ol→(4Z)-6-(oxan-2-yloxy)hex-4-en-3-ol→5-(hydroxymethyl)-2,4,4-trimethyl-3-oxocyclohex-1-en-1-yl 2,2-dimethylpropanoate→(4Z)-6-(oxan-2-yloxy)hex-4-en-3-one→lithium(1+) ion 1-ethoxy-2-methylprop-1-en-1-olate→ethyl 2,2-dimethyl-3-[(oxan-2-yloxy)methyl]-5-oxoheptanoate→2,4,4-trimethyl-5-[(oxan-2-yloxy)methyl]-3-oxocyclohex-1-en-1-yl 2,2-dimethylpropanoate→5-formyl-2,4,4-trimethyl-3-oxocyclohex-1-en-1-yl 2,2-dimethylpropanoate→(5E)-2,4,4-trimethyl-3-oxo-5-{[(triisopropylsilyl)oxy]methylidene}cyclohex-1-en-1-yl 2,2-dimethylpropanoate→(5S)-5-formyl-5-hydroxy-2,4,4-trimethyl-3-oxocyclohex-1-en-1-yl 2,2-dimethylpropanoate→(1S)-1-hydroxy-4,6,6-trimethyl-5-oxo-3-[(triisopropylsilyl)oxy]cyclohex-3-ene-1-carbaldehyde→(1S,5Z)-1-hydroxy-4,6,6-trimethyl-5-[(phenylsulfanyl)methylidene]-3-{[tris(propan-2-yl)silyl]oxy}cyclohex-3-ene-1-carbaldehyde→(1S,5S,12R,13R)-12-(benzyloxy)-3,3-di-tert-butyl-15,18,18-trimethyl-13-(phenylsulfanyl)-2,4-dioxa-3-silatetracyclo[12.3.1.0(1,5).0(6,11)]octadeca-6,10,14-trien-16-one→{[(benzyloxy)(6-bromocyclohexa-1,5-dien-1-yl)methoxy]methyl}benzene→(1S,5E)-1-[(S)-{6-[bis(benzyloxy)methyl]cyclohexa-1,5-dien-1-yl}(hydroxy)methyl]-4,6,6-trimethyl-5-[(phenylsulfanyl)methylidene]-3-[(triisopropylsilyl)oxy]cyclohex-3-en-1-ol→{[(4S,5S,9E)-4-{6-[bis(benzyloxy)methyl]cyclohexa-1,5-dien-1-yl}-2,8,10,10-tetramethyl-9-[(phenylsulfanyl)methylidene]-1,3-dioxa-2-boraspiro[4.5]dec-7-en-7-yl]oxy}tris(propan-2-yl))silane→(1S,5S,12R,13R)-12-(benzyloxy)-3,15,18,18-tetramethyl-13-(phenylsulfanyl)-2,4-dioxa-3-boratetracyclo[12.3.1.0(1,5).0(6,11)]octadeca-6,10,14-trien-16-one→(1S,5S,12R,13R,16S)-12-(benzyloxy)-3,3-di-tert-butyl-16-[(tert-butyldimethylsilyl)oxy]-15,18,18-trimethyl-13-(phenylsulfanyl)-2,4-dioxa-3-silatetracyclo[12.3.1.0(1,5).0(6,11)]octadeca-6,10,14-triene→(1S,5S,7R,10S,12S,16S)-12-(benzyloxy)-3,3-di-tert-butyl-16-[(tert-butyldimethylsilyl)oxy]-15,18,18-trimethyl-2,4-dioxa-3-silatetracyclo[12.3.1.0(1,5).0(6,11)]octadeca-6(11),14-diene-7,10-diol
PaclitaxelOptimised routesteps: 17total yield: /
2-(2-Propynyloxy)tetrahydropyran→Methyl acetaldehyde→6-(oxan-2-yloxy)hex-4-yn-3-ol→(4Z)-6-(oxan-2-yloxy)hex-4-en-3-ol→5-(hydroxymethyl)-2,4,4-trimethyl-3-oxocyclohex-1-en-1-yl 2,2-dimethylpropanoate→(4Z)-6-(oxan-2-yloxy)hex-4-en-3-one→lithium(1+) ion 1-ethoxy-2-methylprop-1-en-1-olate→ethyl 2,2-dimethyl-3-[(oxan-2-yloxy)methyl]-5-oxoheptanoate→2,4,4-trimethyl-5-[(oxan-2-yloxy)methyl]-3-oxocyclohex-1-en-1-yl 2,2-dimethylpropanoate→5-formyl-2,4,4-trimethyl-3-oxocyclohex-1-en-1-yl 2,2-dimethylpropanoate→(5E)-2,4,4-trimethyl-3-oxo-5-{[(triisopropylsilyl)oxy]methylidene}cyclohex-1-en-1-yl 2,2-dimethylpropanoate→(5S)-5-formyl-5-hydroxy-2,4,4-trimethyl-3-oxocyclohex-1-en-1-yl 2,2-dimethylpropanoate→(1S)-1-hydroxy-4,6,6-trimethyl-5-oxo-3-[(triisopropylsilyl)oxy]cyclohex-3-ene-1-carbaldehyde→(1S,5Z)-1-hydroxy-4,6,6-trimethyl-5-[(phenylsulfanyl)methylidene]-3-{[tris(propan-2-yl)silyl]oxy}cyclohex-3-ene-1-carbaldehyde→(1S,5S,12R,13R)-12-(benzyloxy)-3,3-di-tert-butyl-15,18,18-trimethyl-13-(phenylsulfanyl)-2,4-dioxa-3-silatetracyclo[12.3.1.0(1,5).0(6,11)]octadeca-6,10,14-trien-16-one→{[(benzyloxy)(6-bromocyclohexa-1,5-dien-1-yl)methoxy]methyl}benzene→(1S,5E)-1-[(S)-{6-[bis(benzyloxy)methyl]cyclohexa-1,5-dien-1-yl}(hydroxy)methyl]-4,6,6-trimethyl-5-[(phenylsulfanyl)methylidene]-3-[(triisopropylsilyl)oxy]cyclohex-3-en-1-ol→{[(4S,5S,9E)-4-{6-[bis(benzyloxy)methyl]cyclohexa-1,5-dien-1-yl}-2,8,10,10-tetramethyl-9-[(phenylsulfanyl)methylidene]-1,3-dioxa-2-boraspiro[4.5]dec-7-en-7-yl]oxy}tris(propan-2-yl))silane→(1S,5S,12R,13R)-12-(benzyloxy)-3,15,18,18-tetramethyl-13-(phenylsulfanyl)-2,4-dioxa-3-boratetracyclo[12.3.1.0(1,5).0(6,11)]octadeca-6,10,14-trien-16-one→(1S,5S,12R,13R,16S)-12-(benzyloxy)-3,3-di-tert-butyl-16-[(tert-butyldimethylsilyl)oxy]-15,18,18-trimethyl-13-(phenylsulfanyl)-2,4-dioxa-3-silatetracyclo[12.3.1.0(1,5).0(6,11)]octadeca-6,10,14-triene→(1S,5S,7R,10S,12S,16S)-12-(benzyloxy)-3,3-di-tert-butyl-16-[(tert-butyldimethylsilyl)oxy]-15,18,18-trimethyl-2,4-dioxa-3-silatetracyclo[12.3.1.0(1,5).0(6,11)]octadeca-6(11),14-diene-7,10-diol
Cefcamate Pivoxil HydrochlorideOptimised routesteps: 1total yield: 184g(Cefcamate Pivoxil Hydrochloride-004)

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Qualified Partner — East China API Works5-Methoxy-2-tetralone
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Unibest Nantong cGMP Site(S)-2-AMINO-5-METHOXYTETRALIN HYDROCHLORIDE
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Unibest Taizhou GMP-like Site(S)-2-Amino-5-methoxytetralin Hydrochloride
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Qualified Partner — East China API Works(S)-1,2,3,4-Tetrahydro-5-methoxy-N-propyl-2-naphthalenamine hydrochloride
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Unibest Nantong cGMP Site(S)-2-Amino-5-methoxytetralin (S)-mandelate
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