428821-03-8

Basic information

• Product Name: 2-(S)-(9H-fluoren-9-ylmethoxycarbonylamino)-3-hydroxythiopropionic acid S-phenyl ester
• Synonyms: 2-(S)-(9H-fluoren-9-ylmethoxycarbonylamino)-3-hydroxythiopropionic acid S-phenyl ester
• CAS NO: 428821-03-8
• Molecular Weight: 419.501
• Mol File: 428821-03-8.mol

Chemical Properties

• CAS DataBase Reference: 2-(S)-(9H-fluoren-9-ylmethoxycarbonylamino)-3-hydroxythiopropionic acid S-phenyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(S)-(9H-fluoren-9-ylmethoxycarbonylamino)-3-hydroxythiopropionic acid S-phenyl ester(428821-03-8)
• EPA Substance Registry System: 2-(S)-(9H-fluoren-9-ylmethoxycarbonylamino)-3-hydroxythiopropionic acid S-phenyl ester(428821-03-8)

Safety Data

• Hazardous Substances Data: 428821-03-8(Hazardous Substances Data)

Upstream product

• 73724-45-5 N-(9H-fluoren-9-ylmethoxycarbonyl)-L-serine 
• 108-98-5 thiophenol 

Downstream Products

• 947325-54-4 3-(tert-butyldimethylsilanyloxy)-2-(S)-(9H-fluoren-9-ylmethoxycarbonylamino)-thiopropionic acid S-phenyl ester 

Relevant articles and documents

A concise and scalable synthesis of high enantiopurity (-)-d-erythro- sphingosine using peptidyl thiol ester-boronic acid cross-coupling

A short and efficient synthesis of high enantiopurity (-)-D-erythro- sphingosine has been achieved in 71% yield over 6 steps from N-BOC-L-serine. The key steps are high yield, racemization-free, palladium-catalyzed, copper(I)-mediated coupling of the thiophenyl ester of N-Boc-O-TBS L-serine with E-1-pentadecenyl boronic acid and the highly diastereoselective reduction of the resulting peptidyl ketone with LiAI(O-t-Bu)3H. By using this concise route (-)-D-erythro-sphingosine can be prepared on large scale and in high enantio- and diastereopurity (ee >99%, de up to 99%).