1,2-O-Isopropylidene-α-D-glucofuranose

• Catalog No.: 59439
• CAS Number: 18549-40-1
• M. F.: C9H16O6
• M. W.: 220.21974
• Purity: ≥98.5% (TLC)

SYNONYMS

• Title: 1,2-O-异亚丙基-α-D-呋喃葡萄糖
• IUPAC name: (1R)-1-[(3aR,5R,6S,6aR)-6-hydroxy-2,2-dimethyl-tetrahydro-2H-furo[2,3-d][1,3]dioxol-5-yl]ethane-1,2-diol
• IUPAC Traditional name: (1R)-1-[(3aR,5R,6S,6aR)-6-hydroxy-2,2-dimethyl-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]ethane-1,2-diol
• Synonyms: Monoacetone glucose; 单丙酮葡萄糖

DATABASE IDS

• Beilstein Number: 82670
• CAS Number: 18549-40-1
• MDL Number: MFCD00063244
• EC Number: 242-420-9

PROPERTIES

• Empirical Formula (Hill Notation): C9H16O6
• Grade: puriss.
• Purity: ≥98.5% (TLC)
• Melting Point: 158-161 °C
• Optical Rotation: [α]20/D -11.7±0.5°, c = 2% in H2O
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C
• German water hazard class: 3

DETAILS

Description (English)

Other Notes
Partially protected D-glucofuranose, an important chiral building block. It can e.g. be selectively derivatized at the primary 6-OH group, or oxidatively cleaved to a pentodialdose derivative1; Direct transformation to the 5,6-anhydro compound (Mitsunobu reaction)2; Preparation of the 3,5-O-benzylidene derivative3

Description (简体中文)

Other Notes
受到部分保护的 D-呋喃葡萄糖，一种重要的手性结构单元。例如，它的伯 6-OH 基团可以被选择性衍生化，或氧化分解生成戊二糖衍生物1；直接转化生成 5,6-脱水化合物（Mitsunobu 反应）2；制备 3,5-O-苯亚甲基衍生物3