449729-42-4

Basic information

• Product Name: (S)-7-[(2R,4R)-3-(tert-butoxycarbonyl)-2-phenylthiazolidin-4-yl]-7-hydroxy-6-oxoheptanoic acid methyl ester
• Synonyms: (S)-7-[(2R,4R)-3-(tert-butoxycarbonyl)-2-phenylthiazolidin-4-yl]-7-hydroxy-6-oxoheptanoic acid methyl ester
• CAS NO: 449729-42-4
• Molecular Weight: 437.557
• Mol File: 449729-42-4.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (S)-7-[(2R,4R)-3-(tert-butoxycarbonyl)-2-phenylthiazolidin-4-yl]-7-hydroxy-6-oxoheptanoic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-7-[(2R,4R)-3-(tert-butoxycarbonyl)-2-phenylthiazolidin-4-yl]-7-hydroxy-6-oxoheptanoic acid methyl ester(449729-42-4)
• EPA Substance Registry System: (S)-7-[(2R,4R)-3-(tert-butoxycarbonyl)-2-phenylthiazolidin-4-yl]-7-hydroxy-6-oxoheptanoic acid methyl ester(449729-42-4)

Safety Data

• Hazardous Substances Data: 449729-42-4(Hazardous Substances Data)

Upstream product

• 77-78-1 dimethyl sulfate 
• 449729-39-9 (S)-7-[(2R,4R)-3-(tert-butoxycarbonyl)-2-phenylthiazolidin-4-yl]-7-hydroxy-6-oxoheptanoic acid 
• 196930-46-8 (4R)-2-phenyl-1,3-thiazolidine-4-carboxylic acid 
• 1025879-11-1 (2R,4R)-4-((S)-6-Carboxy-2-oxo-1-trimethylsilanyloxy-hexyl)-2-phenyl-thiazolidine-3-carboxylic acid tert-butyl ester 
• 449729-37-7 (2R,4R)-4-((S)-Cyano-trimethylsilanyloxy-methyl)-2-phenyl-thiazolidine-3-carboxylic acid tert-butyl ester 
• 452100-77-5 (2R,4R)-4-(Cyano-trimethylsilanyloxy-methyl)-2-phenyl-thiazolidine-3-carboxylic acid tert-butyl ester 
• 189228-43-1 (2RS,4R)-2-phenylthiazolidine-4-carboxylic acid ethyl ester 
• 99380-83-3 (2RS,4R)-4-(hydroxymethyl)-2-phenylthiazolidine 
• 100-52-7 benzaldehyde 
• 157020-34-3 (2R,4R)-4-formyl-2-phenylthiazolidine-3-carboxylic acid tert-butyl ester 
• 161458-78-2 (2R,4R)-4-(hydroxymethyl)-2-phenylthiazolidine-3-carboxylic acid tert-butyl ester 

Downstream Products

• 449729-44-6 (S)-7-[(2R,4R)-3-(tert-butoxycarbonyl)-2-phenylthiazolidin-4-yl]-7-methoxycarbonyloxy-6-oxoheptanoic acid methyl ester 
• 608-16-2 biotin methyl ester 
• 449729-48-0 5-[(3aS,6aR)-1-Benzyl-2-oxo-hexahydro-thieno[3,4-d]imidazol-(4Z)-ylidene]-pentanoic acid methyl ester 
• 76335-62-1 5-[(3aS)-1( oder !3)-benzyl-2-oxo-(3ar,6ac)-hexahydro-thieno[3,4-d]imidazol-4t-yl]-valeric acid 
• 452100-86-6 (3aS,4Z,6aR)-5-{hexahydro-1,3-dibenzyl-2-oxo-4H-thieno[3,4-d]imidazol-4-ylidene}pentanoic acid methyl ester 
• 452100-87-7 (3aS,4Z,6aR)-5-{hexahydro-1,3-dibenzyl-2-oxo-4H-thieno[3,4-d]imidazol-4-ylidene}pentanoic acid 
• 452100-81-1 2-{4-(methoxycarbonyl)butyl}-4-(3-benzylureido)-3-oxotetrahydrothiophene 
• 58-85-5 biotin 
• 151526-80-6 <3aS-(3aα,4Z,6aα)>-5-imidazol-4-ylidene>pentanoic acid methyl ester 
• 151526-81-7 <3aS-(3aα,4β,6aα)>-Hexahydro-2-oxo-1-(phenylmethyl)-1H-thieno<3,4-d>imidazole-4-pentanoic acid methyl ester 

Relevant articles and documents

A novel synthesis of (+)-biotin from L-cysteine

(+)-Biotin (1) was synthesized in 25% overall yield over 11 steps from L-cysteine. The contiguous asymmetric centers at C-3a and C-6a were formed through a novel and highly stereoselective Lewis base-catalyzed cyanosilylation of α-amino aldehyde 3 to provide anti- O-TMS-cyanohydrin 4 with high stereoselectivity and in high yield (anti/syn = 92:8, 96%). Treatment of 4 with a di-Grignard reagent, 1,4-bis(bromomagnesio)butane, followed by carbon dioxide, efficiently installed the 4-carboxybutyl chain at C-4 to give keto acid 5. The final cyclization to bicyclic compound 7b, a precursor to 1, was realized by a palladium-catalyzed intramolecular allylic amination of cis-allylic carbonate 6b that was elaborated from 5.