138456-69-6

Basic information

• Product Name: methyl 3-(benzyloxycarbonyl)amino-4-(Z)-methoxymethylene-2,3,4,6-tetradeoxy-α-D-arabino-hexopyranoside
• Synonyms: methyl 3-(benzyloxycarbonyl)amino-4-(Z)-methoxymethylene-2,3,4,6-tetradeoxy-α-D-arabino-hexopyranoside
• CAS NO: 138456-69-6
• Molecular Weight: 321.373
• Mol File: 138456-69-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: methyl 3-(benzyloxycarbonyl)amino-4-(Z)-methoxymethylene-2,3,4,6-tetradeoxy-α-D-arabino-hexopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 3-(benzyloxycarbonyl)amino-4-(Z)-methoxymethylene-2,3,4,6-tetradeoxy-α-D-arabino-hexopyranoside(138456-69-6)
• EPA Substance Registry System: methyl 3-(benzyloxycarbonyl)amino-4-(Z)-methoxymethylene-2,3,4,6-tetradeoxy-α-D-arabino-hexopyranoside(138456-69-6)

Safety Data

• Hazardous Substances Data: 138456-69-6(Hazardous Substances Data)

Upstream product

• 18933-62-5 methyl 3-azido-4-O-benzoyl-6-bromo-2,3,6-trideoxy-α-D-arabino-hexopyranoside 
• 83532-11-0 methyl 3-(benzyloxycarbonyl)amino-2,3,6-trideoxy-α-arabino-hexopyranosid-4-ulose 
• 83532-10-9 methyl 3-(N-benzyloxycarbonylamino)-2,3,6-trideoxy-α-D-arabino-hexopyranoside 
• 67693-33-8 methyl-3-amino-2,3,6-tridesoxy-α-D-arabino-hexopyranoside 
• 83532-13-2 methyl 3-(benzyloxycarbonyl)amino-4-(diphenylphosphinoylmethoxy)methyl-2,3,6-trideoxy-α-D-arabino-hexopyranoside 

Relevant articles and documents

Stereoselective reactions. XX. Synthetic studies on optically active β-lactams. III. Stereocontrolled synthesis of chiral intermediate to (+)-thienamycin from D-glucose

A chiral key intermediate (19a) for the synthesis of (+)-thienamycin was synthesized starting from D-glucose. The enol ether 13, obtained from the ketone 11 by Horner-Wittig reaction, was transformed to the corresponding methyl ester 16 by pyridinium chlorochromate oxidation or by employing the Wacker process. The ester 16 was further converted to the β-lactam 19a, which is a useful chiral precursor to (+)-thienamycin.