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Merck
CN

462233

D-半乳糖烯

95%

别名:

D-半乳醛

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关于此项目

经验公式(希尔记法):
C6H10O4
化学文摘社编号:
分子量:
146.14
UNSPSC Code:
12352201
NACRES:
NA.22
PubChem Substance ID:
EC Number:
244-264-7
Beilstein/REAXYS Number:
81690
MDL number:
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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

可同时用于寡糖的溶液相和固相合成的重要结构单元。

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

法规信息

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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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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
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)

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