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M1014

Sigma-Aldrich

Methyl 3-amino-3-deoxy-α-D-mannopyranoside hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C7H15NO5 · HCl
CAS Number:
Molecular Weight:
229.66
MDL number:
UNSPSC Code:
12352201
PubChem Substance ID:

form

solid

storage temp.

2-8°C

SMILES string

Cl.COC1OC(CO)C(O)C(N)C1O

InChI

1S/C7H15NO5.ClH/c1-12-7-6(11)4(8)5(10)3(2-9)13-7;/h3-7,9-11H,2,8H2,1H3;1H

InChI key

UMFRURBOSLCTIW-UHFFFAOYSA-N

Application

Methyl 3-amino-3-deoxy-α-D-mannopyranoside hydrochloride has been used in a study to assess the importance of the nitrogen protecting group on stereoselectivity.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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David Crich et al.
The Journal of organic chemistry, 72(14), 5183-5192 (2007-06-15)
The highly stereocontrolled synthesis of the 3-amino-3-deoxy-beta-mannopyranosides is achieved by means of thioglycoside donors protected with a 4,6-O-benzylidene or alkylidene acetal and a benzylidene imine group. Among the various nitrogen protecting groups investigated only the Schiff's base was found to

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