204120-25-2

Basic information

• Product Name: C₃₂H₅₄O₈S₂Si₂
• CAS NO: 204120-25-2
• Molecular Weight: 687.079
• Mol File: 204120-25-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: C₃₂H₅₄O₈S₂Si₂(CAS DataBase Reference)
• NIST Chemistry Reference: C₃₂H₅₄O₈S₂Si₂(204120-25-2)
• EPA Substance Registry System: C₃₂H₅₄O₈S₂Si₂(204120-25-2)

Safety Data

• Hazardous Substances Data: 204120-25-2(Hazardous Substances Data)

Upstream product

• 592-42-7 1,5-Hexadien 
• 20221-50-5 1,2,5,6-hexanetetrol 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 93713-36-1 1-Benzyl-[(2R,5R)-2,5-bis(hydroxymethyl)]pyrrolidine 
• 157008-40-7 trans-N-benzyl-2,5-bis(hydroxymethyl)pyrrolidine 
• 204120-35-4 (2R,5R)-1-Benzyl-2,5-bis-methoxymethoxymethyl-pyrrolidine 

Relevant articles and documents

Symmetry-Assisted Synthesis of C2-Symmetric trans-α,α'-Bis(hydroxymethyl)pyrrolidine and -piperidine Derivatives via Double Sharpless Asymmetric Dihydroxylation of αω-Terminal Dienes

A new strategy has been developed for the synthesis of C2-symmetric trans-α,α'-bis(hydroxymethyl)pyrrolidine and piperidine derivatives 1-3 starting from symmetric αω-terminal dienes 4-6. The double-asymmetric dihydroxylation (AD) reaction of 4-6 gave C2-symmetric tetrols, which were converted in a four-step sequence to C2-symmetric azacycloalkanes 17,9, and 22, respectively. These azacycloalkanes were transformed into 1-3 in high enantiomeric excess (82% → 98%ee). The double AD reaction proved to cause enantiomeric enhancement, even though the asymmetric induction for the first AD reaction is moderate. In addition, it was observed that the chromatography on silica gel of several C2-symmetric azacycloalkanes (17, 20, and 22) of varying ee's resulted in marked enantiomeric fractionation.