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Merck
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주요 문서

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D7600

Sigma-Aldrich

1,2:5,6-Di-O-isopropylidene-α-D-glucofuranose

98%

동의어(들):

1,2,5,6-diisopropylidene-D-glucose, D-Glucose diacetonide, Diacetone-D-glucose

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About This Item

실험식(Hill 표기법):
C12H20O6
CAS Number:
582-52-5
Molecular Weight:
260.28
Beilstein:
84386
EC Number:
209-486-0
MDL number:
MFCD00005544
UNSPSC 코드:
12352201
PubChem Substance ID:
24894140
NACRES:
NA.22

Quality Level

200

분석

98%

양식

powder

광학 활성

[α]20/D −18°, c = 1% in H2O

mp

109-113 °C (lit.)

SMILES string

[H][C@@]1(O[C@H]2O[C@@H](O[C@@H]2[C@H]1O)C(Cl)(Cl)Cl)[C@H]3COC(C)(C)O3

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

애플리케이션

1,2:5,6-Di-O-isopropylidene-α-D-glucofuranose can be used as a starting material to prepare:
  • Biologically active L-acovenose, 6-deoxy-L-idose and, carbanucleoside enantiomers.
  • Vinyl ether-based chiral carbohydrate synthon by reacting with acetylene using superbase catalytic systems.
  • Fluoro-thiofuranosyl nucleosides of biological importance.

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

개인 보호 장비

Eyeshields, Gloves, type N95 (US)

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시험 성적서(COA)

Lot/Batch Number
MKCK6751
MKBZ5297V
MKBT8903V
MKBK4060V
MKBD7675V

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문서 라이브러리 방문

이미 열람한 고객

Slide 1 of 1

1 of 1

Benzyl bromide reagent grade, 98%

Sigma-Aldrich

B17905

Benzyl bromide

An efficient synthesis of 3-fluoro-5-thio-xylofuranosyl nucleosides of thymine, uracil, and 5-fluorouracil as potential antitumor or/and antiviral agents
Tsoukala E, et al.
Bioorganic & Medicinal Chemistry, 15(9), 3241-3247 (2007)
Direct vinylation of glucose derivatives with acetylene
Trofimov BA, et al.
Tetrahedron, 63(47), 11661-11665 (2007)
E White et al.
Biomedical mass spectrometry, 9(9), 395-405 (1982-09-01)
Two isotope dilution mass spectrometric methods have been developed for the determination of D-glucose in human serum. Each uses a uniformly labeled (13C)glucose as the internal standard. The first method involves conversion of glucose into 1,2:5,6-di-O-isopropylidene-alpha-D-glucofuranose and an extensive clean-up
Sumati Bhatia et al.
Biomacromolecules, 12(10), 3487-3498 (2011-08-13)
Sugar-PEG-based polymers were synthesized by enzymatic copolymerization of 4-C-hydroxymethyl-1,2-O-isopropylidene-β-L-threo-pentofuranose/4-C-hydroxymethyl-1,2-O-benzylidene-β-L-threo-pentofuranose/4-C-hydroxymethyl-1,2-O-isopropylidene-3-O-pentyl-β-L-threo-pentofuranose with PEG-600 dimethyl ester using Novozyme-435 (Candida antarctica lipase immobilized on polyacrylate). Carbohydrate monomers were obtained by the multistep synthesis starting from diacetone-D-glucose and PEG-600 dimethyl ester, which was in turn
T Z Csáky
Journal of medicine, 16(5-6), 575-586 (1985-01-01)
Based on a previous observation, it was postulated that dimethylsulfoxide (DMSO) acts as a carrier-model in the intestinal absorption of glucose and galactose (Csáky and Ho, 1966). It was further hypothetized that DMSO forms a loosely-bonded hydrophobic complex with the
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