M2512

Sigma-Aldrich

Methyl 2,3-anhydro-4,6-O-benzylidene-α-D-allopyranoside

Empirical Formula (Hill Notation):
C14H16O5
CAS Number:
Molecular Weight:
264.27
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.25

Quality Level

storage temp.

2-8°C

SMILES string

COC1OC2COC(OC2C3OC13)c4ccccc4

InChI

1S/C14H16O5/c1-15-14-12-11(18-12)10-9(17-14)7-16-13(19-10)8-5-3-2-4-6-8/h2-6,9-14H,7H2,1H3

InChI key

HQTCRHINASMQOA-UHFFFAOYSA-N

Application

Methyl 2,3-anhydro-4,6-O-benzylidene-α-D-allopyranoside has been used in a study to assess benzylidene acetal ring-opening of a 2-cyano-2-deoxypyranoside derivative. It has also been used in a study to describe new simple routes to the title epoxide using carbonate esters.

Packaging

1 g in poly bottle

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
María I Mangione et al.
Carbohydrate research, 338(21), 2177-2183 (2003-10-14)
The oxirane ring-opening of an anhydro sugar with diethylaluminum cyanide (Et(2)AlCN) is a direct approach for obtaining a cyano derivative. Methyl 2,3-anhydro-4,6-O-benzylidene-alpha-D-allopyranoside showed anomalous chemical behavior when treated with Et(2)AlCN. The reaction afforded the corresponding beta-cyanohydrin as the minor component...
Reaction of methyl 2,3-anhydro-4,6-O-benzylidene-α-D-allopyranoside with ethanolamine and 1,4,7,10-tetraoxa-13-azacyclopentadecane
Toth, G., et al.
Carbohydrate Research, 168, 141-145 (1987)
An alternative synthesis of methyl 2,3-anhydro-4,6-O-benzylidene-α-D-allopyranoside using carbonate esters
Raaijmakers, H., et al.
Carbohydrate Research, 238, 185-192 (1993)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service

Social Media

LinkedIn icon
Twitter icon
Facebook Icon
Instagram Icon

MilliporeSigma

Research. Development. Production.

We are a leading supplier to the global Life Science industry with solutions and services for research, biotechnology development and production, and pharmaceutical drug therapy development and production.

© 2021 Merck KGaA, Darmstadt, Germany and/or its affiliates. All Rights Reserved.

Reproduction of any materials from the site is strictly forbidden without permission.