628340-20-5

Upstream product

• 556834-58-3 methyl 4-methyl-5-phenylsulfanyl-(Z,4S)-2-pentenoate 
• 556834-59-4 4-methyl-5-phenylsulfanyl-(Z,4S)-2-penten-1-ol 

Downstream Products

• 628340-19-2 1(RS_S)-[5-tert-butyldiphenylsiloxy-2-methyl-(2S,3Z)-3-pentenylsulfinyl]-benzene 
• 689283-27-0 1-(RS_S)-[5-N-methylcarbonyloxy-2-methyl-(2S,3Z)-3-pentenylsulfinyl]-benzene 
• 628340-22-7 Benzoic acid (1R,2S)-1-[(R)-1-bromo-2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2-methyl-3-phenylsulfanyl-3-(2,2,2-trifluoro-acetoxy)-propyl ester 
• 628340-21-6 Benzoic acid (1R,2R)-1-((S)-2-benzenesulfinyl-1-methyl-ethyl)-2-bromo-3-(tert-butyl-diphenyl-silanyloxy)-propyl ester 
• 628340-26-1 3-benzoyloxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-4-methyl-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 628340-25-0 Benzoic acid (2S,3R,4R)-1-benzyl-2-(tert-butyl-diphenyl-silanyloxymethyl)-4-methyl-pyrrolidin-3-yl ester 
• 628340-18-1 2-bromo-1-tert-butyldiphenylsilyloxy-4-methyl-5(RS_S)-phenylsulfinyl-(2R,3R,4S)-pentan-3-ol 
• 628340-27-2 (2S,3R,4R)-3-Benzoyloxy-2-hydroxymethyl-4-methyl-pyrrolidine-1-carboxylic acid tert-butyl ester 

Relevant academic research and scientific papers

Modular and stereoselective formal synthesis of MeBmt, an unusual amino acid constituent of cyclosporin A

A convergent, flexible and stereoselective formal synthesis of MeBmt, the nonproteinogenic amino acid constituent of cyclosporin A is disclosed. The sulfinyl moiety has been exploited as the internal nucleophile to stereo- and regioselectively functionalize an allylic carbamate.

Practical, efficient, stereoselective, formal synthesis of (2R,3R,4R)-3-hydroxy-4-methylproline

A highly efficient and stereoselective synthesis of (2R,3R,4R)-HMP is disclosed employing the sulfinyl group as an internal nucleophile to functionalize an olefin in the key step of the reaction sequence. The proline ring is elaborated by a (4C+N) cycliza