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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
01613KQ
07701DR

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Chi-Li Chen et al.
Organic letters, 11(2), 409-412 (2009-01-09)
With focus on the steric effects present in the transition states for the [3,3]-sigmatropic rearrangement, the substrate 5 has been designed to improve the overall stereoselectivity of the Ireland-Claisen rearrangement. Experimentally, it has been found that (1) only Z-6 rearranges
Aditi Agarwal et al.
The Journal of organic chemistry, 69(18), 6137-6140 (2004-09-18)
Perchloric acid supported on silica gel acts as an excellent reagent system in converting glucals into 2,3-unsaturated-O-glucosides in good to excellent yields in short reaction time with good alpha selectivity. Primary, secondary, and allylic alcohols, phenols, and thiols react with
Jürgen Geiger et al.
The Journal of organic chemistry, 72(12), 4367-4377 (2007-05-17)
A 3,4-O-unprotected galactal derivative having bulky 6-O-TIPS protection (compound 2) could be regioselectively 3-O-glycosylated with O-(galactopyranosyl) trichloroacetimidates; depending on the protecting group pattern stereoselectively alpha- and beta-linked disaccharides were obtained. With O-(2-azido-2-deoxyglucopyransyl) trichloroacetimidate as donor (compound 10A), glycosylation of 2
Feiqing Ding et al.
Organic letters, 13(4), 652-655 (2011-01-20)
A highly efficient synthesis of L-ristosamine and L-epi-daunosamine glycosides via BF(3)·OEt(2) promoted tandem hydroamination/glycosylation of 3,4-di-O-acetyl-6-deoxy-L-glucal and L-galactal has been developed. The new method proceeds in a completely stereocontrolled manner within a short reaction time. Preparation of a library of
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
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