tetrafluoroboranuide ethyl cyano({[(dimethylamino)(dimethyliminiumyl)methoxy]imino})formate

• ChemBase编号: 151080
• 分子式: C10H17BF4N4O3
• 平均质量: 328.0715928
• 单一同位素质量: 328.1329837
• SMILES: [B-](F)(F)(F)F.CCOC(=O)/C(=N/OC(=[N+](C)C)N(C)C)/C#N
• Canonical SMILES: F[B-](F)(F)F.CCOC(=O)/C(=N/OC(=[N+](C)C)N(C)C)/C#N
• InChI: InChI=1S/C10H17N4O3.BF4/c1-6-16-9(15)8(7-11)12-17-10(13(2)3)14(4)5;2-1(3,4)5/h6H2,1-5H3;/q+1;-1
• InChIKey: FPQVGDGSRVMNMR-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: tetrafluoroboranuide ethyl cyano({[(dimethylamino)(dimethyliminiumyl)methoxy]imino})formate; (E)-(ethyl cyano({[(dimethylamino)(dimethyliminiumyl)methoxy]imino})formate); tetrafluoroboranuide
• IUPAC传统名: ethyl cyano({[(dimethylamino)(dimethyliminio)methoxy]imino})formate tetrafluoroborate; (E)-(ethyl cyano({[(dimethylamino)(dimethyliminio)methoxy]imino})formate) tetrafluoroborate
• 别名: O-[(乙氧羰基)氰基亚甲基氨基]-N,N,N′,N′-四甲基脲四氟硼酸酯; O-[(乙氧基羰基)氰基甲胺]-N,N,N',N'-四甲基硫尿四氟硼酸盐; N-[[[(1-Cyano-2-ethoxy-2-oxoethylidene)amino]oxy](dimethylamino)methylene]-N-methyl-methanaminium tetrafluoroborate; TOTU; O-[(Ethoxycarbonyl)cyanomethylenamino]-N,N,N′,N′-tetramethyluronium tetrafluoroborate; O-[(Ethoxycarbonyl)cyanomethylenamino]-N,N,N',N'-tetramethyluronium tetrafluoroborate

登记号

• CAS号: 136849-72-4
• MDL号: MFCD00192127
• PubChem SID: 162245238; 24863898
• PubChem CID: 9601231

理论计算性质

• 质子受体: 5
• 质子供体: 0
• LogD (pH = 5.5): -1.8784304
• LogD (pH = 7.4): -1.8784304
• Log P: -1.8784304
• 摩尔折射率: 73.1883 cm^3
• 极化性: 23.429152 Å^3
• 极化表面积: 77.93 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: 143-146°C dec.; 144-145 °C; 145 °C (dec.)(lit.)

安全信息

• 保存注意事项: Moisture Sensitive
• 欧盟危险性物质标志: X; 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 22-36/37/38; 36/37/38
• 安全公开号: 26-36; 26-36/37
• TSCA收录: 否
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H302-H315-H319-H335; H315-H319-H335
• GHS警示性声明: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥98.0% (CHN); 97%; 98%
• 线性分子式: C2H5O2CC(CN)=NOC[N(CH3)2]=N(CH3)2BF4

详细说明

Sigma Aldrich - 382469

包装
1 g in glass bottle
Application
Reactant for:Watson-Crick pairing of oligonucleotides1Esterification of nucleosides to solid phase supports2Reagent for:Synthesis of selective integrin avβ3 antagonists3Design and synthesis of double stranded DNA libraries4Preparation of conformationally contrained β-amino acid derivatives5Synthesis and application of methyleneoxy pseudopeptide building blocks6

Sigma Aldrich - 02580

Other Notes
用于多肽合成的新型脲阳离子偶联试剂，适用于临界条件7
Application
Reactant for:Watson-Crick pairing of oligonucleotides1Esterification of nucleosides to solid phase supports2Reagent for:Synthesis of selective integrin avβ3 antagonists3Design and synthesis of double stranded DNA libraries4Preparation of conformationally contrained β-amino acid derivatives5Synthesis and application of methyleneoxy pseudopeptide building blocks6

参考文献

• Low racemization peptide coupling agent: Proc. 21st Eur. Pept. Symp., 1990, E. Giralt, D. Andren Eds., ESCOM, Leiden (1991), p143; Tetrahedron Lett., 33, 6625 (1992). See Appendix 6.