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31460

Sigma-Aldrich

双丙酮葡萄糖

purum, ≥98.0% (TLC)

别名:

乙酰丙酮-D-葡萄糖, 二丙酮-D-葡萄糖

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25 G
$95.20
100 G
$211.00

About This Item

经验公式（希尔记法）:
C12H20O6
CAS号:
582-52-5
分子量:
260.28
Beilstein:
84386
EC 号:
209-486-0
MDL编号:
MFCD00005544
UNSPSC代码:
12352201
PubChem化学物质编号:
57648572
NACRES:
NA.22

$95.20

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等级

purum

方案

≥98.0% (TLC)

旋光性

[α]20/D −11.5±1°, c = 5% in ethanol

mp

110-111 °C (lit.)

SMILES字符串

CC1(C)OC[C@@H](O1)[C@H]2O[C@@H]3OC(C)(C)O[C@@H]3[C@H]2O

InChI

1S/C12H20O6/c1-11(2)14-5-6(16-11)8-7(13)9-10(15-8)18-12(3,4)17-9/h6-10,13H,5H2,1-4H3/t6-,7+,8-,9-,10-/m1/s1

InChI key

KEJGAYKWRDILTF-JDDHQFAOSA-N

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其他说明

葡萄糖的重要保护衍生物；可直接利用 3-OH，可选择性裂解 5,6-O-异亚丙基保护；3-OH 的氧化还原反应会生成异构呋喃糖衍生物；综述[1][2]

储存分类代码

11 - Combustible Solids

WGK

WGK 2

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
BCCN1177
BCCH7612
BCBX7217
BCBV1353
BCBP3310V

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S. Iacono et al.
Organic Syntheses, 64, 57-57 (1986)
Yoon-Suk Kang et al.
Infection and immunity, 87(8) (2019-06-05)
Brucella is an intracellular bacterial pathogen that causes chronic systemic infection in domesticated livestock and poses a zoonotic infectious risk to humans. The virulence of Brucella is critically dependent on its ability to replicate and survive within host macrophages. Brucella
Guylaine M Defossemont et al.
Carbohydrate research, 338(6), 563-565 (2003-04-02)
The synthesis and characterisation of a novel chiral bicyclic oxacaprolactone is reported. The choice of diisopropylidene-D-glucose as a starting material allowed selective introduction of the synthetic equivalent necessary for the formation of the seven-membered ring of the lactone, i.e., one
S C Hung et al.
Carbohydrate research, 331(4), 369-374 (2001-06-12)
A practical route toward the synthesis of 6-deoxy-L-idose and L-acovenose from 1,2:5,6-di-O-isopropylidene-alpha-D-glucofuranose is described. Key steps include the stereoselective hydrogenation of 6-deoxy-1,2:3,5-di-O-isopropylidene-alpha-D-xylo-hex-5-enofuranose, regioselective protection of 6-deoxy-1,2-O-isopropylidene-beta-L-idofuranose at 0-5, and epimerisation of 6-deoxy-5-O-tert-butyldimethylsilyl-1,2-O-isopropylidene-beta-L-idofuranose at C-3.
Z Huang et al.
Methods in molecular biology (Clifton, N.J.), 20, 315-353 (1993-01-01)
Two sets of experimental protocols are given for the synthesis of 3',5'-bis-homodeoxyribonucleosides, building blocks for the synthesis of oligodeoxynucleotide analogs where the -O-PO2-O- groups are replaced by -CH2-S-CH2-, -CH2-SO-CH2-, and -CH2-SO2-CH2- units. Conditions are presented for joining these building blocks
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