550346-02-6

Basic information

• Product Name: benzyl 2,3-O-[(2R,3R)-2,3-dimethoxybutane-2,3-dioxy]-β-L-arabinopyranoside
• Synonyms: benzyl 2,3-O-[(2R,3R)-2,3-dimethoxybutane-2,3-dioxy]-β-L-arabinopyranoside
• CAS NO: 550346-02-6
• Molecular Weight: 354.4
• Mol File: 550346-02-6.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: benzyl 2,3-O-[(2R,3R)-2,3-dimethoxybutane-2,3-dioxy]-β-L-arabinopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: benzyl 2,3-O-[(2R,3R)-2,3-dimethoxybutane-2,3-dioxy]-β-L-arabinopyranoside(550346-02-6)
• EPA Substance Registry System: benzyl 2,3-O-[(2R,3R)-2,3-dimethoxybutane-2,3-dioxy]-β-L-arabinopyranoside(550346-02-6)

Safety Data

• Hazardous Substances Data: 550346-02-6(Hazardous Substances Data)

Upstream product

• 176798-33-7 2,2,3,3-tetramethoxybutane 
• 7473-38-3 benzyl β-L-arabinopyranoside 

Downstream Products

• 550346-03-7 Benzoic acid (2R,3R,4aR,5S,8S,8aS)-5-benzyloxy-2,3-dimethoxy-2,3-dimethyl-hexahydro-pyrano[3,4-b][1,4]dioxin-8-yl ester 
• 866003-63-6 (2R,3R,4aR,5S,8S,8aS)-5-Benzyloxy-2,3-diisopropoxy-2,3-dimethyl-hexahydro-pyrano[3,4-b][1,4]dioxin-8-ol 
• 1032939-14-2 1-O-benzyl-2,3-(2,3-dimethoxybut-2,3-diyl)-β-L-arabinopyranoside-4-O-dibenzylphosphate 
• 550346-05-9 benzyl 4-O-benzoyl-β-L-arabinopyranoside 
• 550346-06-0 benzyl 4-O-pivaloyl-β-L-arabinopyranoside 
• 550346-07-1 4-O-benzoyl-1,2-O-isopropylidene-β-L-arabinopyranose 
• 866003-65-8 (2R,3R,4aR,5S,8S,8aS)-5-Benzyloxy-2,3-bis-(2,2-dimethyl-propoxy)-2,3-dimethyl-hexahydro-pyrano[3,4-b][1,4]dioxin-8-ol 
• 866003-64-7 (2R,3R,4aR,5S,8S,8aS)-5-Benzyloxy-2,3-dimethyl-2,3-bis-(3-methyl-butoxy)-hexahydro-pyrano[3,4-b][1,4]dioxin-8-ol 
• 649342-66-5 (2R,3R,4aR,5S,8S,8aS)-5-Benzyloxy-2,3-diisobutoxy-2,3-dimethyl-hexahydro-pyrano[3,4-b][1,4]dioxin-8-ol 
• 550346-04-8 2,2-Dimethyl-propionic acid (2R,3R,4aR,5S,8S,8aS)-5-benzyloxy-2,3-dimethoxy-2,3-dimethyl-hexahydro-pyrano[3,4-b][1,4]dioxin-8-yl ester 

Relevant articles and documents

Intramolecular nitrile oxide-alkene cycloaddition of sugar derivatives with unmasked hydroxyl group(s)

(Chemical Equation Presented) Intramolecular nitrile oxide-alkene cycloaddition (INOC) of sugar derivatives with one to four free hydroxyl group(s) is reported. The INOC reaction, using chloramine-T, in the presence of silica gel, to generate nitrile oxid

Catalytic asymmetric epoxidation of alkenes with arabinose-derived uloses

Four L-erythro-2-uloses were readily prepared from L-arabinose via a reaction sequence involving Fischer glycosidation, acetalization and oxidation. Bulky steric sensors at the anomeric center could enhance the stereoselectivity of the dioxirane epoxidation and one of the uloses performed with good enantioselectivity towards trans-stilbene (up to 90% ee). However, the catalysts decomposed during the epoxidation and the maximum chemical yield was only 13% under the basic conditions. Three L-threo-3-uloses could overcome the decomposition problem based on the electron withdrawing effect of the ester group(s) α to the ketone functionality. The best chemical yield was up to 93% using a ketone with two flanking ester groups. One of the improved uloses displayed moderate enantioselectivity towards trans-disubstituted and trisubstituted alkenes (40-68% ee).