57089-81-3

Basic information

• Product Name: methyl 2-benzyloxycarbonylamino-2-deoxy-α/β-D-glucopyranoside
• Synonyms: methyl 2-benzyloxycarbonylamino-2-deoxy-α/β-D-glucopyranoside
• CAS NO: 57089-81-3
• Molecular Weight: 327.334
• Mol File: 57089-81-3.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: methyl 2-benzyloxycarbonylamino-2-deoxy-α/β-D-glucopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 2-benzyloxycarbonylamino-2-deoxy-α/β-D-glucopyranoside(57089-81-3)
• EPA Substance Registry System: methyl 2-benzyloxycarbonylamino-2-deoxy-α/β-D-glucopyranoside(57089-81-3)

Safety Data

• Hazardous Substances Data: 57089-81-3(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 
• 3006-58-4 2-carbobenzyloxyamino-2-deoxy-D-glucopyranose 
• 501-53-1 benzyl chloroformate 
• 1078691-95-8 (+)-D-glucosamine hydrochloride 

Downstream Products

• 31281-57-9 3,4,6-tri-O-acetyl-2--2-deoxy-1-O-methyl-β-D-glucopyranoside 
• 7772-76-1 methyl 3,4,6-tri-O-acetyl-2-(benzyloxycarbonyl)amino-2-deoxy-α-D-glucopyranoside 
• 62858-36-0 methyl 2-benzyloxycarbonylamino-6-bromo-2,6-dideoxy-α-D-gluco-pyranoside 
• 612493-18-2 [(1S,2R,3S,4R)-5-(Diethoxy-phosphoryloxy)-2,3,4-trihydroxy-1-hydroxymethyl-pentyl]-carbamic acid benzyl ester 
• 612493-14-8 6-[methyl 2-deoxy-2-(N-benzyloxycarbonylamino)-D-glucopyranosidyl]diethyl phosphate 

Relevant articles and documents

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Halocyclization and palladium(II)-catalyzed amidocarbonylation of unsaturated aminopolyols. Synthesis of 1,4-iminoglycitols as potential glycosidase inhibitors

Syntheses of optically active 2,5-anhydro-1,4-dideoxy-1,4-iminoΔ- lyxitol (6), 1,4,5-trideoxy-1,4-imino-Δ-lyxo-hexitol (14), and its N-methyl derivative 15 from achiral divinylcarbinol, via the aminopentenediol 1, are described using halogen-promoted cyclization and Pd(II)-catalyzed amidocarbonylation as key steps. 2,5,6-Trideoxy-2,5-imino-Λ-ido-heptitol (23), a diastereomeric homologue of the naturally occurring pyrrolidine DMDP G, is prepared from Δ-glucosamine hydrochloride in 7 steps in 19% overall yield. The new compounds 6, 14,15, and 23 show weak glycosidase inhibition in two cases.