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CAS 770-71-8
((3r,5r,7r)-adamantan-1-yl)methanol
Codes: SAXA-033
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)
| Drug | Tier | Expiry |
|---|---|---|
| Dapagliflozin Propanediol Monohydrate/Saxagliptin Hydrochloride | Tier C — Watch / trade | - |
| Saxagliptin Hydrate | Tier 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 HydrochlorideOptimised routesteps: 11total yield: /
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→(3r,5r,7r)-adamantane-1-carboxylic acid→methyl (3r,5r,7r)-adamantane-1-carboxylate→((3r,5r,7r)-adamantan-1-yl)methanol→(3r,5r,7r)-adamantane-1-carbaldehyde→(R)-2-amino-2-phenylethan-1-ol→(S)-2-((3S,5S,7S)-adamantan-1-yl)-2-(((R)-2-hydroxy-1-phenylethyl)amino)acetonitrile→(S)-2-((3S,5S,7S)-adamantan-1-yl)-2-(((R)-2-hydroxy-1-phenylethyl)amino)acetic acid hydrochloride→(S)-2-((3S,5S,7S)-adamantan-1-yl)-2-aminoacetic acid→(S)-2-((3S,5S,7S)-adamantan-1-yl)-2-((tert-butoxycarbonyl)amino)acetic acid→(S)-2-((tert-butoxycarbonyl)amino)-2-((1r,3R,5R,7S)-3-hydroxyadamantan-1-yl)acetic acid→(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-3-carboxamide 2,2,2-trifluoroacetate
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→(3r,5r,7r)-adamantane-1-carboxylic acid→methyl (3r,5r,7r)-adamantane-1-carboxylate→((3r,5r,7r)-adamantan-1-yl)methanol→(3r,5r,7r)-adamantane-1-carbaldehyde→(R)-2-amino-2-phenylethan-1-ol→(S)-2-((3S,5S,7S)-adamantan-1-yl)-2-(((R)-2-hydroxy-1-phenylethyl)amino)acetonitrile→(S)-2-((3S,5S,7S)-adamantan-1-yl)-2-(((R)-2-hydroxy-1-phenylethyl)amino)acetic acid hydrochloride→(S)-2-((3S,5S,7S)-adamantan-1-yl)-2-aminoacetic acid→(S)-2-((3S,5S,7S)-adamantan-1-yl)-2-((tert-butoxycarbonyl)amino)acetic acid→(S)-2-((tert-butoxycarbonyl)amino)-2-((1r,3R,5R,7S)-3-hydroxyadamantan-1-yl)acetic acid→(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-3-carboxamide 2,2,2-trifluoroacetate
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