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1,2:5,6-Di-O-isopropylidene-α-D-glucofuranose_Molecular_structure_CAS_582-52-5)
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1,2:5,6-Di-O-isopropylidene-α-D-glucofuranose

Catalog No. 31460 Name Sigma Aldrich
CAS Number 582-52-5 Website http://www.sigmaaldrich.com
M. F. C12H20O6 Telephone 1-800-521-8956
M. W. 260.2836 Fax
Purity ≥98.0% (TLC) Email
Storage Chembase ID: 109190

SYNONYMS

Title
双丙酮葡萄糖
IUPAC name
(3aR,5S,6S,6aR)-5-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyl-tetrahydro-2H-furo[2,3-d][1,3]dioxol-6-ol
IUPAC Traditional name
(3aR,5S,6S,6aR)-5-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyl-tetrahydrofuro[2,3-d][1,3]dioxol-6-ol
Synonyms
乙酰丙酮-D-葡萄糖
二丙酮-D-葡萄糖
D-Glucose diacetonide
Diacetone-D-glucose

DATABASE IDS

Beilstein Number 84386
CAS Number 582-52-5
MDL Number MFCD00005544
PubChem SID 24858968
EC Number 209-486-0

PROPERTIES

Empirical Formula (Hill Notation) C12H20O6
Grade purum
Purity ≥98.0% (TLC)
Melting Point 110-111 °C(lit.)
Optical Rotation [α]20/D -11.5±1°, c = 5% in ethanol
MSDS Link Download
Personal Protective Equipment Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
RTECS LZ4958000
German water hazard class 2

DETAILS

Description (English)
Other Notes
Important protected derivative of glucose; the 3-OH group can be directly manipulated, the 5,6-O-isopropylidene protection is selectively cleavable; oxidation and reduction of the 3-OH leads to an allofuranose derivative; review1,2
Description (简体中文)
Other Notes
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

REFERENCES