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86730

2,3,4,6-Tetra-O-benzyl-D-glucopyranose

≥98.0% (TLC)

Synonym(s):

2,3,4,6-Tetra-O-benzyl-glucopyranose, 2,3,4,6-Tetrakis-O-(phenylmethyl)-D-glucopyranose

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About This Item

Empirical Formula (Hill Notation):
C34H36O6
CAS Number:
4132-28-9
Molecular Weight:
540.65
NACRES:
NA.22
PubChem Substance ID:
57653190
UNSPSC Code:
12352201
MDL number:
MFCD00066004

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Product Name

2,3,4,6-Tetra-O-benzyl-D-glucopyranose, ≥98.0% (TLC)

InChI

1S/C34H36O6/c35-34-33(39-24-29-19-11-4-12-20-29)32(38-23-28-17-9-3-10-18-28)31(37-22-27-15-7-2-8-16-27)30(40-34)25-36-21-26-13-5-1-6-14-26/h1-20,30-35H,21-25H2/t30-,31-,32+,33-,34?/m1/s1

SMILES string

OC1O[C@H](COCc2ccccc2)[C@@H](OCc3ccccc3)[C@H](OCc4ccccc4)[C@H]1OCc5ccccc5

InChI key

OGOMAWHSXRDAKZ-BKJHVTENSA-N

assay

≥98.0% (TLC)

form

solid

optical activity

[α]20/D +49±2°, c = 2% in dioxane

mp

151-156 °C

shipped in

wet ice

storage temp.

−20°C

Quality Level

100

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2,3,4,6-Tetra-O-benzyl-D-glucopyranose ≥98.0% (TLC)

Sigma-Aldrich

86730

2,3,4,6-Tetra-O-benzyl-D-glucopyranose

β-D-Mannopyranose 1,3,4,6-tetra-O-acetate 2-O-trifluoromethanesulfonate 98%

Sigma-Aldrich

655112

β-D-Mannopyranose 1,3,4,6-tetra-O-acetate 2-O-trifluoromethanesulfonate

Acetobromo-α-D-glucose ≥95% (TLC)

Sigma-Aldrich

A1750

Acetobromo-α-D-glucose

Acetobromo-α-D-galactose ≥93% (TLC)

Sigma-Aldrich

A7562

Acetobromo-α-D-galactose

assay

≥98.0% (TLC)

assay

98%

assay

≥95% (TLC)

assay

≥93% (TLC)

Quality Level

100

Quality Level

100

Quality Level

300

Quality Level

200

form

solid

form

solid

form

powder

form

powder

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

mp

151-156 °C

mp

-

mp

88.5 °C ((191.3 °F ))

mp

-

optical activity

[α]20/D +49±2°, c = 2% in dioxane

optical activity

[α]22/D -16°, c = 1 in chloroform

optical activity

[α]25/D 188 to 202 °, c = 1 in chloroform

optical activity

[α]25/D 200 to 225 °, c = 0.5% (w/v) in chloroform

Other Notes

Important D-glucopyranose derivative for glucosylations and other reactions [1][2]; Preparation of the α-glucopyranosyl chloride [3]; Synthesis of 1-C-α-D-glucopyranose derivatives [4]

Storage Class

11 - Combustible Solids

wgk

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
BCCM9190
BCCK5700
BCCG5869
BCCB1368
BCBT7248

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A.A. Pavia et al.
Carbohydrate Research, 79, 79-79 (1980)
P. Allevi et al.
Journal of the Chemical Society. Chemical Communications, 1245-1245 (1987)
P. Allevi et al.
Journal of the Chemical Society. Chemical Communications, 101-101 (1987)
S. Koto et al.
Bulletin of the Chemical Society of Japan, 53, 1761-1761 (1980)

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