155872-02-9

Basic information

• Product Name: C₁₁H₁₆O₅S
• Synonyms: C₁₁H₁₆O₅S
• CAS NO: 155872-02-9
• Molecular Weight: 260.311
• Mol File: 155872-02-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: C₁₁H₁₆O₅S(CAS DataBase Reference)
• NIST Chemistry Reference: C₁₁H₁₆O₅S(155872-02-9)
• EPA Substance Registry System: C₁₁H₁₆O₅S(155872-02-9)

Safety Data

• Hazardous Substances Data: 155872-02-9(Hazardous Substances Data)

Upstream product

• 112635-76-4 (S)-ethyl 3,4-dihydroxybutanoate 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 6290-03-5 (R)-butane-1,3-diol 

Relevant articles and documents

Total synthesis of macrosphelide M from diacetone glucose

The total synthesis of macrosphelide M is described. The key steps include the preparation of the acid and alcohol fragments from diacetone glucose and (S)-malic acid, respectively, followed by Yamaguchi esterification and macrocyclization of the tris-olefin by ring-closing metathesis. Finally, one-pot deprotection of the PMB and TBS groups with TiCl4 results in the target. The C-3/C-4 stereocenters of diacetone glucose are used for the introduction of four stereocenters, whereas the fifth stereocenter is realized from (S)-malic acid. The total synthesis of macrosphelide M was achieved from diacetone glucose and (S)-malic acid. The key steps include Yamaguchi esterification and macrocyclization of the tris-olefin by the second-generation Grubbs catalyst.