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CAS 768-90-1

(3s,5s,7s)-1-bromoadamantane

Codes:SAXA-013

Application context (from source-drug indications)

二型糖尿病达格列净丙二醇一水化物/盐酸沙格列汀

Source drugs (routes using this intermediate)

DrugTierExpiry
达格列净丙二醇一水化物/盐酸沙格列汀Dapagliflozin Propanediol Monohydrate/Saxagliptin 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.

达格列净丙二醇一水化物/盐酸沙格列汀原研路线steps: 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

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