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134031

β-D-Galactose pentaacetate

Name: β-<SC>D</SC>-Galactose pentaacetate
Brand: ALDRICH

98%

Synonym(s):

1,2,3,4,6-Penta-O-acetyl-β-D-galactopyranose, Penta-O-acetyl-β-D-galactopyranose

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About This Item

Empirical Formula (Hill Notation):

C₁₆H₂₂O₁₁

CAS Number:

4163-60-4

Molecular Weight:

390.34

UNSPSC Code:

12352201

NACRES:

NA.22

PubChem Substance ID:

24848130

EC Number:

224-008-0

Beilstein/REAXYS Number:

98853

MDL number:

MFCD00063259

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Properties

Quality Level

200

assay

98%

form

powder

optical activity

[α]20/D +8.6°, c = 1.5% in chloroform, [α]24/D +23°, c = 1 in chloroform

mp

143-144 °C (lit.)

SMILES string

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

InChI

1S/C16H22O11/c1-7(17)22-6-12-13(23-8(2)18)14(24-9(3)19)15(25-10(4)20)16(27-12)26-11(5)21/h12-16H,6H2,1-5H3/t12-,13+,14+,15-,16-/m1/s1

InChI key

LPTITAGPBXDDGR-LYYZXLFJSA-N

Description

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

涉药品监管产品

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Galabiosyl donors; efficient synthesis from 1,2,3,4, 6-penta-O-acetyl-beta-D-galactopyranose.

J Ohlsson et al.

Carbohydrate research, 329(1), 49-55 (2000-11-22)

1,2,3,4,6-Penta-O-acetyl-beta-D-galactopyranose was transformed into phenyl 2,3,4,6-tetra-O-benzyl-1-thio-beta-D-galactopyranoside (5) and 4-methoxyphenyl 2,3,6-tri-O-benzoyl-beta-D-galactopyranoside (8) in 73% (two steps) and 58% (three steps) yield, respectively. Glycosylation of the acceptor 8 with donor 5 using N-iodosuccinimide-trimethylsilyl trifluoromethanesulfonate as promoter furnished the galabioside 9 (8.8 g)

Comparative structural analysis of 5,6,7,9-tetra-O-acetyl-4,8-anhydro-1,3-dideoxy-D-glycero-L-gluco-nonulose and its 1-O-acetylated analog, 1,2,3,4,6-penta-O-acetyl-beta-D-galactopyranose using X-ray crystallography.

Rishi Kumar et al.

Carbohydrate research, 340(14), 2335-2339 (2005-08-09)

Comparative X-ray diffraction analysis of 5,6,7,9-tetra-O-acetyl-4,8-anhydro-1,3-dideoxy-D-glycero-L-gluco-nonulose (1) and a structurally related analog, 1,2,3,4,6-penta-O-acetyl-beta-D-galactopyranose (2), are reported. Both crystals have one molecule in the unit cell and the pyranose rings in both exist in the 4C1 conformation.

Crystal structure of penta-O-acetyl-beta-D-galactopyranose with modeling of the conformation of the acetate groups.

Devron P Thibodeaux et al.

Carbohydrate research, 337(21-23), 2301-2310 (2002-11-16)

The crystal structure of penta-O-acetyl-beta-D-galactopyranose was determined with Mo K(alpha) radiation at 150 K to R = 0.029. The space group is P2(1)2(1)2(1), and the unit cell dimensions are, a = 8.348, b = 9.021 and c = 25.418 A.

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Global Trade Item Number

SKU	GTIN
237094-25G	04061838785947
403334-10G	04061833547373
474711-25G	04061832361383
441880-25G	04061838139788
938386-10G	04065271034372
474711-5G	04061832361390
735787-5G	04061832875071
441880-5G	04061833606704
134031-100G	04061833544464
134031-25G	04061838729781