Skip to Content
MilliporeSigma
All Photos(2)

Documents

M2512

Sigma-Aldrich

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

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

Empirical Formula (Hill Notation):
C14H16O5
CAS Number:
3150-15-0
Molecular Weight:
264.27
EC Number:
221-582-4
MDL number:
MFCD00135407
UNSPSC Code:
12352201
PubChem Substance ID:
24896739
NACRES:
NA.25

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.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)
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

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