N-[(4aR,6S,7R,8R,8aS)-6-(benzyloxy)-8-hydroxy-2-phenyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-7-yl]acetamide

• ChemBase编号: 152673
• 分子式: C22H25NO6
• 平均质量: 399.437
• 单一同位素质量: 399.16818753
• SMILES: CC(=O)N[C@@H]1[C@H]([C@H]2[C@@H](COC(O2)c2ccccc2)O[C@@H]1OCc1ccccc1)O
• Canonical SMILES: CC(=O)N[C@H]1[C@@H](OCc2ccccc2)O[C@H]2[C@H]([C@@H]1O)OC(OC2)c1ccccc1
• InChI: InChI=1S/C22H25NO6/c1-14(24)23-18-19(25)20-17(13-27-21(29-20)16-10-6-3-7-11-16)28-22(18)26-12-15-8-4-2-5-9-15/h2-11,17-22,25H,12-13H2,1H3,(H,23,24)/t17-,18-,19-,20-,21?,22+/m1/s1
• InChIKey: NXGXFAKJUWEFEC-NVZUTRPHSA-N

名称和登记号

名称

• IUPAC标准名: N-[(4aR,6S,7R,8R,8aS)-6-(benzyloxy)-8-hydroxy-2-phenyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-7-yl]acetamide
• IUPAC传统名: N-[(4aR,6S,7R,8R,8aS)-6-(benzyloxy)-8-hydroxy-2-phenyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-7-yl]acetamide
• 别名: 苄基-2-乙酰氨基-4,6-O-苯亚甲基-2-脱氧-α-D-吡喃葡萄糖苷; Benzyl-2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside; Phenylmethyl 2-(Acetylamino)-2-deoxy-4,6-O-(phenylmethylene)-α-D-glucopyranoside; Benzyl 2-Acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside

登记号

• CAS号: 13343-63-0
• MDL号: MFCD00143679
• Beilstein号: 55951
• PubChem SID: 24848015; 162246816
• PubChem CID: 2735220

理论计算性质

• Acid pKa: 12.454627
• 质子受体: 6
• 质子供体: 2
• LogD (pH = 5.5): 2.3121042
• LogD (pH = 7.4): 2.3121011
• Log P: 2.3121045
• 摩尔折射率: 103.2721 cm^3
• 极化性: 41.49513 Å^3
• 极化表面积: 86.25 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Dichloromethane; DMSO; Methanol
• 外观: White Solid
• 熔点: 205-208°C (dec.); 256-261 °C (dec.)
• 比旋光度: [α]20/D +115±3°, c = 1% in pyridine

安全信息

• 保存条件: -20°C Freezer
• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

产品相关信息

• 纯度: ≥99.0% (sum of enantiomers, HPLC)
• Empirical Formula (Hill Notation): C22H25NO6

详细说明

Sigma Aldrich - 13145

Other Notes
糖结构单元；用于合成 N-乙酰胞壁酸和类似的化合物；1,2 制备 2,3-二氨基-2,3-二脱氧-吡喃葡萄糖苷的衍生物。3
包装
5 g in glass bottle

Toronto Research Chemicals - B211000

A useful synthetic intermediate for carbohydrate and oligosaccharide synthesis.