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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

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

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

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Certificates of Analysis (COA)

Lot/Batch Number
SDBB0185
SDBB0859
STBL2613
STBK8597
STBK5505

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D-(+)-Galactose ≥99% (HPLC)

Sigma-Aldrich

G0750

D-(+)-Galactose

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.
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)
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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