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13145

Sigma-Aldrich

Benzyl-2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside

≥99.0% (sum of enantiomers, HPLC)

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About This Item

Empirical Formula (Hill Notation):
C22H25NO6
CAS Number:
13343-63-0
Molecular Weight:
399.44
Beilstein/REAXYS Number:
55951
MDL number:
MFCD00143679
UNSPSC Code:
12352200
PubChem Substance ID:
57647062
NACRES:
NA.22

assay

≥99.0% (sum of enantiomers, HPLC)

optical activity

[α]20/D +115±3°, c = 1% in pyridine

mp

256-261 °C (dec.)

SMILES string

CC(=O)N[C@@H]1[C@@H](O)[C@@H]2OC(OC[C@H]2O[C@@H]1OCc3ccccc3)c4ccccc4

InChI

1S/C22H25NO6/c1-14(24)23-18-19(25)20-17(13-27-21(29-20)16-10-6-3-7-11-16)28-22(18)26-12-15-8-4-2-5-9-15/h2-11,17-22,25H,12-13H2,1H3,(H,23,24)/t17-,18-,19-,20-,21?,22+/m1/s1

Inchi Key

NXGXFAKJUWEFEC-NVZUTRPHSA-N

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Other Notes

Carbohydrate building block; used for the synthesis of N-acetyl muramic acid and similar compounds;[1][2] preparation of derivatives of 2,3-diamino-2,3-dideoxy-glucopyranoside.[3]

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)

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Certificates of Analysis (COA)

Lot/Batch Number
439093/1
1053520
044843/1
44843/1

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[Diamino sugars. X. Notes on a simple synthesis of 2,3-diamino-2,3-didesoxy-D-glucose].
W Meyer zu Reckendorf
Chemische Berichte, 102(12), 4207-4208 (1969-01-01)
M. Imoto et al.
Bulletin of the Chemical Society of Japan, 59, 3207-3207 (1986)
AN IMPROVED, STEREOSELECTIVE SYNTHESIS OF 2-AMINO-3-O-(D-1-CARBOXYETHYL)-2-DEOXY-D-GLUCOSE (MURAMIC ACID).
T OSAWA et al.
The Journal of organic chemistry, 30, 448-450 (1965-02-01)

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