462233
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:
Molecular Weight:
146.14
UNSPSC Code:
12352201
NACRES:
NA.22
PubChem Substance ID:
EC Number:
244-264-7
Beilstein/REAXYS Number:
81690
MDL number:
InChI key
YVECGMZCTULTIS-HSUXUTPPSA-N
InChI
1S/C6H10O4/c7-3-5-6(9)4(8)1-2-10-5/h1-2,4-9H,3H2/t4-,5-,6-/m1/s1
SMILES string
OC[C@H]1OC=C[C@@H](O)[C@H]1O
assay
95%
optical activity
[α]22/D −21.5°, c = 1.2 in methanol
mp
99-103 °C (lit.)
storage temp.
2-8°C
Application
Important building block for both solution- and solid-phase synthesis of oligosaccharides.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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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
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)
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
Viktor Gyóllai et al.
Chemical communications (Cambridge, England), (12)(12), 1294-1295 (2002-07-12)
The ceric(IV) ammonium nitrate (CAN)-mediated radical addition of dimethyl malonate to glycals 1 affords methyl glycosides 2 and ortho esters 3 as main products; the product distribution strongly depends on the substitution pattern at the 1-position, which can be rationalized
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