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134031

Sigma-Aldrich

β-D-Galactose pentaacetate

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
Beilstein:
98853
EC Number:
224-008-0
MDL number:
MFCD00063259
UNSPSC Code:
12352201
PubChem Substance ID:
24848130
NACRES:
NA.22

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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D-(+)-Galactose ≥99% (HPLC)

Sigma-Aldrich

G0750

D-(+)-Galactose

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)
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.
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.
Udayanath Aich et al.
Carbohydrate research, 342(5), 704-709 (2007-01-16)
Zeolite-catalyzed glycosylation of long-chain alcohols, using the inexpensive and readily available peracetylated beta-D-gluco- and galactopyranoses as glycosyl donors under solvent free conditions, has been explored for the first time. Among the various forms (H-, Na-, Fe- and Zn) of beta

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