2,5-dioxopyrrolidin-1-yl 9H-fluoren-9-ylmethyl carbonate

• ChemBase编号: 78372
• 分子式: C19H15NO5
• 平均质量: 337.3261
• 单一同位素质量: 337.09502259
• SMILES: N1(C(=O)CCC1=O)OC(=O)OCC1c2c(cccc2)c2c1cccc2
• Canonical SMILES: O=C(ON1C(=O)CCC1=O)OCC1c2ccccc2c2c1cccc2
• InChI: InChI=1S/C19H15NO5/c21-17-9-10-18(22)20(17)25-19(23)24-11-16-14-7-3-1-5-12(14)13-6-2-4-8-15(13)16/h1-8,16H,9-11H2
• InChIKey: WMSUFWLPZLCIHP-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2,5-dioxopyrrolidin-1-yl 9H-fluoren-9-ylmethyl carbonate; 2,5-dioxopyrrolidin-1-yl (9H-fluoren-9-yl)methyl carbonate
• IUPAC传统名: 2,5-dioxopyrrolidin-1-yl 9H-fluoren-9-ylmethyl carbonate
• 别名: 9-芴甲基 N-琥珀酰亚胺基碳酸酯; 9-芴甲基 N-琥珀酰亚氨基碳酸酯; 9-芴甲基 N-琥珀酰亚胺基碳酸酯; N-(9-芴甲氧羰基氧基)琥珀酰亚胺; N-(9-芴基甲氧基羰基)琥珀酰胺; Fmoc N-hydroxysuccinimide ester; Carbonic Acid 2,5-Dioxo-1-pyrrolidinyl 9H-Fluoren-9-ylmethyl Ester; 1-[[(9H-Fluoren-9-ylmethoxy)carbonyl]oxy]-2,5-pyrrolidinedione; (Fluorenylmethoxycarbonyl)hydroxysuccinimide Ester; Succinimidyl (9-Fluorenyl)methyl Carbonate; N-(9H-Fluoren-9-ylmethoxycarbonyloxy)succinimide; Fmoc N-Hydroxysuccinimide Ester; N-(9-Fluorenylmethoxycarbonyloxy)succinimide; (2,5-dioxopyrrolidin-1-yl) (9H-fluoren-9-ylmethyl) carbonate; (9H-Fluoren-9-yl)methyl N-succinimidyl carbonate; FMOC-ONSu; 1-{[(9H-Fluoren-9-ylmethoxy)carbonyl]oxy}pyrrolidine-2,5-dione; Fmoc-OSu; 9-Fluorenylmethyl N-succinimidyl carbonate; N-(9-Fluorenylmethoxycarbonyloxy)succinimide; Fmoc N-hydroxysuccinimide ester; Fmoc-OSu; 9-Fluorenylmethyl Succinimidyl Carbonate; FMOC-OSu; N-(9-Fluorenylmethoxycarbonyloxy)succinimide

登记号

• CAS号: 82911-69-1
• EC号: 433-520-5
• MDL号: MFCD00010733
• Beilstein号: 3569540
• PubChem SID: 24870572; 24857201; 162043141
• PubChem CID: 134122

理论计算性质

• Acid pKa: 17.008211
• 质子受体: 4
• 质子供体: 0
• LogD (pH = 5.5): 2.9514215
• LogD (pH = 7.4): 2.9514215
• Log P: 2.9514215
• 摩尔折射率: 87.8335 cm^3
• 极化性: 35.36318 Å^3
• 极化表面积: 72.91 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

• 熔点: 147-153°C; 150 - 153°C; 150-153 °C(lit.); 150-153°C; 150-153°C
• 疏水性(logP): 2.358

安全信息

• 保存条件: Refrigerator, Under Inert Atmosphere
• 保存注意事项: Harmful/Irritant/Moisture Sensitive/Store under Argon; Moisture Sensitive
• 欧盟危险性物质标志: 环境危害性(Nature polluting) (N); X; 有害性(Harmful) (Xn)
• 联合国危险货物编号: UN3077
• 德国WGK号: 3
• 联合国危险货物等级: 9
• 联合国危险货物包装类别(PG): III
• 危险公开号: 22-43-51/53
• 安全公开号: 24-37-61
• TSCA收录: 否
• GHS危险品标识: GHS06; GHS07; GHS09
• GHS警示词: Warning
• GHS危险声明: H301-H317-H411-H401; H302-H317-H411
• GHS警示性声明: P261-P301+P310-P302+P352-P321-P405-P501A; P273-P280
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: 2-8°C

产品相关信息

• 纯度: >98%; ≥98.0% (HPLC); 95%; 96%; 98%
• Empirical Formula (Hill Notation): C19H15NO5

详细说明

MP Biomedicals - 02199308

White to off-white crystalline powder, purity: ~ 98%
Reagent for the efficient synthesis of FMOC-amino acid, employed as building units in solid phase peptide synthesis.

Sigma Aldrich - 46920

Application
选择性制备羟基-氨基酸 N-(9-芴甲氧羰基)衍生物的最有效试剂，反应具有高产率。比与氯甲酸酯、Fmoc-Cl 作用时的二肽形成率低。已用于合成糖肽。
包装
5, 25, 100 g in glass bottle

Sigma Aldrich - 289507

Application
选择性制备羟基-氨基酸 N-(9-芴甲氧羰基)衍生物的最有效试剂，反应具有高产率。比与氯甲酸酯、Fmoc-Cl 作用时的二肽形成率低。已用于合成糖肽。
包装
5 g in glass bottle

Toronto Research Chemicals - F634000

Used in conjunction with Isothiocyanate to conduct partial Edman Degradation on biologically active peptides.

参考文献

• Heidenreich, O., et al.: J. Biol. Chem., 269, 2131 (1994)
• Kothe, U., et al.: Anal. Biochem., 356, 148 (1994)
• Thakkar, A., et al.: Anal. Chem., 78, 5935 (1994)
• Reagent for the preparation of Fmoc derivatives of amino acids, avoiding problems arising from mixed anhydride formation; preferred especially for the protection of hydroxy amino acids: Can. J. Chem., 60, 976 (1982); Biopolymers, 22, 2157 (1983); Synthesis, 671 (1978). For peptide reagents, see Appendix 6.