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462233

Sigma-Aldrich

D-Galactal

95%

Synonym(s):

1,5-Anhydro-2-deoxy-D-lyxo-hex-1-enitol

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About This Item

Empirical Formula (Hill Notation):
C6H10O4
CAS Number:
21193-75-9
Molecular Weight:
146.14
Beilstein:
81690
EC Number:
244-264-7
MDL number:
MFCD00038067
UNSPSC Code:
12352201
PubChem Substance ID:
24869955
NACRES:
NA.22

Assay

95%

optical activity

[α]22/D −21.5°, c = 1.2 in methanol

mp

99-103 °C (lit.)

storage temp.

2-8°C

SMILES string

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

InChI

1S/C6H10O4/c7-3-5-6(9)4(8)1-2-10-5/h1-2,4-9H,3H2/t4-,5-,6-/m1/s1

InChI key

YVECGMZCTULTIS-HSUXUTPPSA-N

Application

Important building block for both solution- and solid-phase synthesis of oligosaccharides.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

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
MKBD8120V
MKBD8120
07701DR
01613KQ

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Affinity labelling of beta-D-galactosidase from Escherichia coli with D-[6-(3)H]-galactal.
G Kurz et al.
Carbohydrate research, 93(1), C14-C20 (1981-06-16)
Alessandra Bartolozzi et al.
The Journal of organic chemistry, 68(22), 8529-8533 (2003-10-25)
A nonclassical, totally stereoselective synthesis of orthogonally protected 1,3-disaccharides is reported. Enantiomerically pure beta-keto-delta-lactones, efficiently obtained from glucal and galactal, are transformed into electron-poor heterodienes and chemo-, regio-, and stereoselectively cycloadded to glycals as electron-rich dienophiles, to directly afford 2-thiodisaccharides.
Y X Lian et al.
Zhongguo Zhong xi yi jie he za zhi Zhongguo Zhongxiyi jiehe zazhi = Chinese journal of integrated traditional and Western medicine, 21(9), 649-651 (2003-02-11)
To observe the effect of Shuangcao Tuihuang Granule-1 (SCTH-1) in treating severe jaundice of acute icterohepatitis and to study its mechanism. Thirty-four patients with severe jaundice of acute icterohepatitis were treated with SCTH-1, their therapeutic effects were analyzed. In the
Ileana Frau et al.
Chirality, 23(9), 820-826 (2011-12-03)
A convenient method for the stereoselective synthesis of diasteroisomeric vinyl epoxides (-)-2α and (-)-2β, the carba analogs of D-galactal and D-allal-derived vinyl epoxides 1α and 1β, has been elaborated starting from tri-O-acetyl-D-glucal. The key step of this synthesis is an
L Kiss et al.
Carbohydrate research, 291, 43-52 (1996-09-23)
C-(2-Deoxy-D-lyxo-hex-1-enopyranosyl)formamide was prepared from acetylated C-(beta-D-galactopyranosyl)formamide by a radical-mediated bromination-zinc/N-methylimidazole-induced reductive elimination-Zemplén deacetylation reaction sequence. The preparation of acetylated 5-(2-deoxy-D-lyxo-hex-1-enopyranosyl)tetrazole was improved. Methyl C-(2-deoxy-D-lyxo-hex-1-enopyranosyl)formimidate was transformed by benzylamine into N-benzyl-C-(2-deoxy-D-lyxo-hex-1-enopyranosyl)formamidine and, after hydrolysis to methyl C-(2-deoxy-D-lyxo-hex-1-enopyranosyl)formate, into N-benzyl-C-(2-deoxy-D-lyxo-hex-1-enopyranosyl)formamide. A series
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