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778621

Sigma-Aldrich

2,3,4,6-Tetra-O-pivaloyl-α-D-glucopyranosyl bromide

≥90% (TLC)

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Empirical Formula (Hill Notation):
C26H43BrO9
CAS Number:
81058-27-7
Molecular Weight:
579.52
Beilstein:
3576922
MDL number:
MFCD08275217
UNSPSC Code:
12352200
PubChem Substance ID:
329767983

Assay

≥90% (TLC)

form

powder

optical activity

[α]/D 152.0±3.0°, c = 3 in chloroform

storage temp.

2-8°C

SMILES string

CC(C)(C)C(=O)OC[C@H]1O[C@H](Br)[C@H](OC(=O)C(C)(C)C)[C@@H](OC(=O)C(C)(C)C)[C@@H]1OC(=O)C(C)(C)C

InChI

1S/C26H43BrO9/c1-23(2,3)19(28)32-13-14-15(34-20(29)24(4,5)6)16(35-21(30)25(7,8)9)17(18(27)33-14)36-22(31)26(10,11)12/h14-18H,13H2,1-12H3/t14-,15-,16+,17-,18+/m1/s1

InChI key

BSDBCYHGMPHOAL-SFFUCWETSA-N

Application

Königs-Knorr glycosyl donor with considerably lower tendency to form orthoester side products during glycosylation than the traditional acetobromoglucose

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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H. Kunz and A. Harreus
Liebigs Ann. Chem., 717-730 (1986)
A. Presser et al.
Monatshefte fur Chemie / Chemical Monthly, 137, 365-365 (2006)

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