18933-59-0

Basic information

• Product Name: 2,3-anhydro-4-O-benzoyl-6-bromo-6-deoxy-1-O-methyl-α-D-allopyranoside
• Synonyms: 2,3-anhydro-4-O-benzoyl-6-bromo-6-deoxy-1-O-methyl-α-D-allopyranoside
• CAS NO: 18933-59-0
• Molecular Weight: 343.174
• Mol File: 18933-59-0.mol

Chemical Properties

• CAS DataBase Reference: 2,3-anhydro-4-O-benzoyl-6-bromo-6-deoxy-1-O-methyl-α-D-allopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-anhydro-4-O-benzoyl-6-bromo-6-deoxy-1-O-methyl-α-D-allopyranoside(18933-59-0)
• EPA Substance Registry System: 2,3-anhydro-4-O-benzoyl-6-bromo-6-deoxy-1-O-methyl-α-D-allopyranoside(18933-59-0)

Safety Data

• Hazardous Substances Data: 18933-59-0(Hazardous Substances Data)

Upstream product

• 3150-15-0 methyl 2,3-anhydro-4,6-O-benzylidene-α-D-allopyranoside 
• 65556-00-5 methyl 4,6-di-O-benzylidene-2,3-di-O-tosyl-α-D-glucopyranoside 
• 3162-96-7 4,6-O-benzylidene-1-O-methyl-α-D-glucopyranoside 
• 66537-92-6 methyl 2,3-anhydro-4,6-benzylidene-α-D-allopyranoside 

Downstream Products

• 158691-35-1 methyl 2,3-anhydro-4-O-benzoyl-6-deoxy-6-furfurylthio-α-D-allopyranoside 
• 182312-62-5 Benzoic acid (1R,2S,4R,5R,6R)-4-(3-ethoxycarbonyl-but-3-enyl)-2-methoxy-3,7-dioxa-bicyclo[4.1.0]hept-5-yl ester 
• 83160-45-6 methyl 2,3-anhydro-4-benzoyl-6-deoxy-6-(prop-2-en-1-yl)-α-D-allopyranoside 
• 4092-45-9 methyl 2,6-dideoxy-α-D-ribo-hexopyranoside 
• 158691-34-0 methyl 2,3-anhydro-4-O-benzoyl-6-decylsulfonyl-6-deoxy-α-D-allopyranoside 
• 114768-48-8 methyl 2,3-anhydro-6-O-benzoyl-α-D-glucopyranoside 
• 112070-63-0 methyl 2,3-anhydro-4,6-di-O-benzoyl-α-D-allopyranoside 
• 18933-60-3 Methyl 2,3-anhydro-4-O-benzoyl-6-deoxy-α-D-allopyranoside 

Relevant articles and documents

α- and β-Lipomycin: Total syntheses by sequential stille couplings and assignment of the absolute configuration of all stereogenic centers

40 years ago spectroscopy, derivatization, and degradation revealed the structures of α-lipomycin and its aglycon β-lipomycin except for the configurations of their side-chain stereocenters. We synthesized all relevant β-lipomycin candidates: the (12R,13S

Synthesis of ribo-hexopyranoside- and altrose-based azacrown ethers and their application in an asymmetric Michael addition

The synthesis of four new ribo-hexopyranoside-based chiral lariat ethers of monoaza-15-crown-5 type and two altropyranoside-based crown ethers were elaborated. Our syntheses utilized the regioselective ring opening of the oxiran moiety of the 2,3-anhydro sugars by nucleophilic reagents to afford the key intermediates. The reaction of methyl-2,3-anhydro-4,6-O-benzylidene-α-d- mannopyranoside with ethanolamine is especially of interest to afford a 3-substituted altropyranoside. One of the ribo-hexopyranoside-based lariat ethers with a 4-methoxyphenyl substituent induced an enantioselectivity of 80% when used as catalyst in the Michael addition of diethyl acetamidomalonate to trans-β-nitrostyrene under phase transfer catalytic conditions.

An Improved Procedure for the Ring Opening of Benzylidene Acetals with N-Bromosuccinimide

A new procedure for the ring opening of 4,6-O-benzylidene acetals of carbohydrates with N-bromosuccinimide using calcium carbonate in stoechiometric amount instead of excess barium carbonate is described.This procedure is succesfully applied to some highl

Ring Opening of 2,3-, 3,4-, and 4,6-O-Benzylidene Acetals of Pyranosides by Photobromination with Bromotrichloromethane

2,3-, 3,4-, and 4,6-O-Benzylidene pyranoside dervatives on photobromination in bromotrichloromethane yield bromo-deoxy-pyranoside benzoates regio- and stereo-specifically which, for the acyl derivatives of the 2,3- and 3,4- acetals, is superior to their r