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CAS 709031-45-8

(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-3-carboxamide methanesulfonate

Codes: SAXA-008

Application context (from source-drug indications)

Type 2 diabetesDapagliflozin Propanediol Monohydrate/Saxagliptin HydrochlorideType 2 diabetesSaxagliptin HydrateHypoglycaemiaSaxagliptin HydrateType 1 diabetesSaxagliptin HydrateDiabetesSaxagliptin Hydrate

Source drugs (routes using this intermediate)

DrugTierExpiry
Dapagliflozin Propanediol Monohydrate/Saxagliptin HydrochlorideTier C — Watch / trade-
Saxagliptin HydrateTier B — Position early-

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.

Dapagliflozin Propanediol Monohydrate/Saxagliptin HydrochlorideOriginator routesteps: 11total yield: /
(S)-5-oxopyrrolidine-2-carboxylic acid→(S)-ethyl 5-oxopyrrolidine-2-carboxylate→1-(tert-butyl) 2-ethyl (S)-5-oxopyrrolidine-1,2-dicarboxylate→1-(tert-butyl) 2-ethyl (S)-2,3-dihydro-1H-pyrrole-1,2-dicarboxylate→(S)-1-(tert-butoxycarbonyl)-2,3-dihydro-1H-pyrrole-2-carboxylic acid→tert-butyl (S)-2-carbamoyl-2,3-dihydro-1H-pyrrole-1-carboxylate→tert-butyl (1S,3S,5S)-3-carbamoyl-2-azabicyclo[3.1.0]hexane-2-carboxylate→(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-3-carboxamide methanesulfonate→tert-butyl ((S)-2-((1S,3S,5S)-3-carbamoyl-2-azabicyclo[3.1.0]hexan-2-yl)-1-((1r,3R,5R,7S)-3-hydroxyadamantan-1-yl)-2-oxoethyl)carbamate→(1R,3r,5R,7S)-3-((S)-1-((tert-butoxycarbonyl)amino)-2-((1S,3S,5S)-3-cyano-2-azabicyclo[3.1.0]hexan-2-yl)-2-oxoethyl)adamantan-1-yl 2,2,2-trifluoroacetate→tert-butyl ((S)-2-((1S,3S,5S)-3-cyano-2-azabicyclo[3.1.0]hexan-2-yl)-1-((1r,3R,5R,7S)-3-hydroxyadamantan-1-yl)-2-oxoethyl)carbamate→(S)-2-((tert-butoxycarbonyl)amino)-2-((1r,3R,5R,7S)-3-hydroxyadamantan-1-yl)acetic acid→(3s,5s,7s)-1-bromoadamantane→2,2,7,7-tetramethyl-4-((trimethylsilyl)oxy)-3,6-dioxa-2,7-disilaoct-4-ene→2-((3r,5r,7r)-adamantan-1-yl)-2-hydroxyacetic acid→methyl 2-((3r,5r,7r)-adamantan-1-yl)-2-hydroxyacetate→methyl 2-((3r,5r,7r)-adamantan-1-yl)-2-oxoacetate→methyl 2-((1r,3s,5R,7S)-3-hydroxyadamantan-1-yl)-2-oxoacetate→2-((1r,3s,5R,7S)-3-hydroxyadamantan-1-yl)-2-oxoacetic acid→(S)-2-amino-2-((1r,3R,5R,7S)-3-hydroxyadamantan-1-yl)acetic acid→methyl 2,2,2-trichloroacetate→((2,2-dichloro-1-methoxyvinyl)oxy)trimethylsilane→methyl 2-((3r,5r,7r)-adamantan-1-yl)-2,2-dichloroacetate→methyl 2,2-dichloro-2-((1r,3s,5R,7S)-3-hydroxyadamantan-1-yl)acetate→2,2-dichloro-2-((1r,3s,5R,7S)-3-hydroxyadamantan-1-yl)acetic acid→2-((3r,5r,7r)-adamantan-1-yl)acetic acid→2-((3r,5r,7r)-adamantan-1-yl)-2-bromoacetic acid→2-bromo-2-((1r,3s,5R,7S)-3-hydroxyadamantan-1-yl)acetic acid→2-amino-2-((1r,3s,5R,7S)-3-hydroxyadamantan-1-yl)acetic acid→2-((tert-butoxycarbonyl)amino)-2-((1r,3s,5R,7S)-3-hydroxyadamantan-1-yl)acetic acid
Saxagliptin HydrateOriginator routesteps: 11total yield: /
(S)-5-oxopyrrolidine-2-carboxylic acid→(S)-ethyl 5-oxopyrrolidine-2-carboxylate→1-(tert-butyl) 2-ethyl (S)-5-oxopyrrolidine-1,2-dicarboxylate→1-(tert-butyl) 2-ethyl (S)-2,3-dihydro-1H-pyrrole-1,2-dicarboxylate→(S)-1-(tert-butoxycarbonyl)-2,3-dihydro-1H-pyrrole-2-carboxylic acid→tert-butyl (S)-2-carbamoyl-2,3-dihydro-1H-pyrrole-1-carboxylate→tert-butyl (1S,3S,5S)-3-carbamoyl-2-azabicyclo[3.1.0]hexane-2-carboxylate→(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-3-carboxamide methanesulfonate→tert-butyl ((S)-2-((1S,3S,5S)-3-carbamoyl-2-azabicyclo[3.1.0]hexan-2-yl)-1-((1r,3R,5R,7S)-3-hydroxyadamantan-1-yl)-2-oxoethyl)carbamate→(1R,3r,5R,7S)-3-((S)-1-((tert-butoxycarbonyl)amino)-2-((1S,3S,5S)-3-cyano-2-azabicyclo[3.1.0]hexan-2-yl)-2-oxoethyl)adamantan-1-yl 2,2,2-trifluoroacetate→tert-butyl ((S)-2-((1S,3S,5S)-3-cyano-2-azabicyclo[3.1.0]hexan-2-yl)-1-((1r,3R,5R,7S)-3-hydroxyadamantan-1-yl)-2-oxoethyl)carbamate→(S)-2-((tert-butoxycarbonyl)amino)-2-((1r,3R,5R,7S)-3-hydroxyadamantan-1-yl)acetic acid→(3s,5s,7s)-1-bromoadamantane→2,2,7,7-tetramethyl-4-((trimethylsilyl)oxy)-3,6-dioxa-2,7-disilaoct-4-ene→2-((3r,5r,7r)-adamantan-1-yl)-2-hydroxyacetic acid→methyl 2-((3r,5r,7r)-adamantan-1-yl)-2-hydroxyacetate→methyl 2-((3r,5r,7r)-adamantan-1-yl)-2-oxoacetate→methyl 2-((1r,3s,5R,7S)-3-hydroxyadamantan-1-yl)-2-oxoacetate→2-((1r,3s,5R,7S)-3-hydroxyadamantan-1-yl)-2-oxoacetic acid→(S)-2-amino-2-((1r,3R,5R,7S)-3-hydroxyadamantan-1-yl)acetic acid→methyl 2,2,2-trichloroacetate→((2,2-dichloro-1-methoxyvinyl)oxy)trimethylsilane→methyl 2-((3r,5r,7r)-adamantan-1-yl)-2,2-dichloroacetate→methyl 2,2-dichloro-2-((1r,3s,5R,7S)-3-hydroxyadamantan-1-yl)acetate→2,2-dichloro-2-((1r,3s,5R,7S)-3-hydroxyadamantan-1-yl)acetic acid→2-((3r,5r,7r)-adamantan-1-yl)acetic acid→2-((3r,5r,7r)-adamantan-1-yl)-2-bromoacetic acid→2-bromo-2-((1r,3s,5R,7S)-3-hydroxyadamantan-1-yl)acetic acid→2-amino-2-((1r,3s,5R,7S)-3-hydroxyadamantan-1-yl)acetic acid→2-((tert-butoxycarbonyl)amino)-2-((1r,3s,5R,7S)-3-hydroxyadamantan-1-yl)acetic acid

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
Unibest Taizhou GMP-like Site(1S,3S,5S)-2-Azabicyclo[3.1.0]hexane-3-carboxamide methanesulfonate
Pharmaceutical Intermediates
On requestOn requestOn request
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