[(dimethylamino)[(2-oxo-1,2-dihydropyridin-1-yl)oxy]methylidene]dimethylazanium; tetrafluoroboranuide

• ChemBase编号: 100173
• 分子式: C10H16BF4N3O2
• 平均质量: 297.0575528
• 单一同位素质量: 297.12717005
• SMILES: n1(c(=O)cccc1)OC(=[N+](C)C)N(C)C.[B-](F)(F)(F)F
• Canonical SMILES: F[B-](F)(F)F.CN(C(=[N+](C)C)On1ccccc1=O)C
• InChI: InChI=1S/C10H16N3O2.BF4/c1-11(2)10(12(3)4)15-13-8-6-5-7-9(13)14;2-1(3,4)5/h5-8H,1-4H3;/q+1;-1
• InChIKey: CZQGINAUZYECAI-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: [(dimethylamino)[(2-oxo-1,2-dihydropyridin-1-yl)oxy]methylidene]dimethylazanium; tetrafluoroboranuide
• IUPAC传统名: [(dimethylamino)[(2-oxopyridin-1-yl)oxy]methylidene]dimethylazanium tetrafluoroborate
• 别名: O-(1,2-二氢-2-氧-1-吡啶)-N,N,N',N'-四甲基硫尿四氟硼酸; O-(1,2-二氢-2-氧代-1-吡啶基)-N,N,N′-N′-四甲基脲四氟硼酸盐; O-(2-氧代-1(2H)吡啶基)-N,N,N′,N′-四甲基脲四氟硼酸盐; O-(1,2-Dihydro-2-oxo-1-pyridyl)-N,N,N′-N′-tetramethyluronium tetrafluoroborate; TPTU; O-(1,2-Dihydro-2-oxopyridin-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; 2-(2-Pyridon-1-yl)-1,1,3,3-tetramethyluronium tetrafluoroborate; N,N,N',N'-Tetramethyl-O-(2-oxo-1,2-dihydro-1-pyridyl)uroniumtetrafluoroborate; O-(2-Oxo-1(2H)pyridyl)-N,N,N′,N′-tetramethyluronium tetrafluoroborate

登记号

• CAS号: 125700-71-2
• MDL号: MFCD00075475
• PubChem SID: 162086279; 24863208; 24862565
• PubChem CID: 2733204

理论计算性质

• 质子受体: 2
• 质子供体: 0
• LogD (pH = 5.5): -2.860349
• LogD (pH = 7.4): -2.860349
• Log P: -2.860349
• 摩尔折射率: 70.8949 cm^3
• 极化性: 22.007235 Å^3
• 极化表面积: 35.79 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

分子性质

理化性质

• 熔点: 140 °C (dec.)(lit.); 140°C; ca 140°C dec.

安全信息

• 保存注意事项: Irritant/Keep Cold/Light Sensitive/Moisture Sensitive/Store under Argon; Moisture Sensitive
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 36/37/38; 37
• 安全公开号: 26-37
• TSCA收录: 否
• GHS危险品标识: GHS07
• GHS危险声明: H315-H319-H335
• GHS警示性声明: 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: ≥99.0% (HPLC); 97%; 98%
• Empirical Formula (Hill Notation): C10H16BF4N3O2

详细说明

Sigma Aldrich - 365726

包装
1 g in glass bottle

Sigma Aldrich - 37347

Other Notes
多肽合成的偶联剂，特别适合于无外消旋作用的片段缩合反应3
包装
5, 25 g in glass bottle
Application
Reagent for: Amidation1 Peptide Coupling2,3 Esterification of nucleosides to solid phase supports for oligonucleoside synthesis4

参考文献

• Low racemization peptide coupling agent: Tetrahedron Lett., 30, 1927 (1989). See Appendix 6.