dibenzyl {[bis(benzyloxy)phosphoryl]oxy}phosphonate

• ChemBase编号: 145026
• 分子式: C28H28O7P2
• 平均质量: 538.465242
• 单一同位素质量: 538.1310265
• SMILES: c1ccc(cc1)COP(=O)(OCc1ccccc1)OP(=O)(OCc1ccccc1)OCc1ccccc1
• Canonical SMILES: O=P(OP(=O)(OCc1ccccc1)OCc1ccccc1)(OCc1ccccc1)OCc1ccccc1
• InChI: InChI=1S/C28H28O7P2/c29-36(31-21-25-13-5-1-6-14-25,32-22-26-15-7-2-8-16-26)35-37(30,33-23-27-17-9-3-10-18-27)34-24-28-19-11-4-12-20-28/h1-20H,21-24H2
• InChIKey: NSBNXCZCLRBQTA-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: dibenzyl {[bis(benzyloxy)phosphoryl]oxy}phosphonate
• IUPAC传统名: dibenzyl (dibenzyloxyphosphoryl)oxyphosphonate
• 别名: 四苄基二磷酸酯; 焦磷酸四苄基酯; 焦磷酸四苄酯; Pyrophosphoric acid tetrabenzyl ester; Tetrabenzyl diphosphate; Tetrabenzyl pyrophosphate; Tetrabenzyl diphosphate; Diphosphoric Acid P,P,P',P'-Tetrakis(phenylmethyl) Ester; Benzyl Pyrophosphate; Tetrabenzyl Pyrophosphate

登记号

• CAS号: 990-91-0
• MDL号: MFCD00051941
• Beilstein号: 2068292
• PubChem SID: 24888765; 24866232; 162239236
• PubChem CID: 563183

理论计算性质

• 质子受体: 2
• 质子供体: 0
• LogD (pH = 5.5): 6.967833
• LogD (pH = 7.4): 6.967833
• Log P: 6.967833
• 摩尔折射率: 141.9044 cm^3
• 极化性: 56.48918 Å^3
• 极化表面积: 80.29 Å^2
• 可自由旋转的化学键: 14
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: Dichloromethane; Methanol
• 外观: White Solid
• 熔点: 58-60°C; 58-64°C; 61-64 °C; 63-66 °C(lit.)

安全信息

• 保存注意事项: Moisture Sensitive
• 欧盟危险性物质标志: 腐蚀性(Corrosive) (C)
• 联合国危险货物编号: 3261; UN3261
• 德国WGK号: 3
• 联合国危险货物等级: 8
• 联合国危险货物包装类别(PG): 2; III
• 危险公开号: 34
• 安全公开号: 26-36/37/39-45
• TSCA收录: 否
• GHS危险品标识: GHS05
• GHS警示词: Danger
• GHS危险声明: H314; H314-H318
• GHS警示性声明: P260-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501A; P280-P305 + P351 + P338-P310
• 个人保护装置: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 3261 8/PG 2
• 保存温度: -20°C

产品相关信息

• 纯度: ≥99.0% (HPLC); 97%; 98%
• 级别: puriss.
• 线性分子式: (C6H5CH2O)2P(O)OP(O)(OCH2C6H5)2

详细说明

Sigma Aldrich - 418633

包装
1 g in glass bottle
Application
用于肌醇磷酸化2的磷酸化试剂。2

Sigma Aldrich - 86740

Other Notes
用于敏感醇（尤其是多元醇）的平滑磷酸化的试剂1,2,3,4

Toronto Research Chemicals - T289450

Phosphorylating reagent.

参考文献

• Moris, M., et al.: J. Med. Chem., 48, 1251 (2005)
• Kline, T., et al.: Bioorg. Med. Chem. Lett., 18, 1507 (2005)
• Useful reagent for O-phosphorylation. Used in preparation of phosphoryl derivatives of shikimic acid, by reaction in the presence of LDA; subsequent debenzylation was accomplished with TMS bromide: J. Org. Chem, 51, 75 (1986). Used to phosphorylate inositol derivatives in the presence of KH or NaH in THF: J. Am. Chem. Soc., 109, 3478 (1987); J. Chem. Soc., Chem. Commun., 298 (1991); the required debenzylated products were obtained by catalytic hydrogenolysis.