Benzotriazol-1-yloxytris(dimethylamino)phosphonium Hexafluorophosphate (BOP) 卡特缩合剂

CAS 56602-33-6 MFCD00011948

化学结构图

56602-33-6
SMILES: CN(C)[P+](On1nnc2ccccc21)(N(C)C)N(C)C.F[P-](F)(F)(F)(F)F

化学属性

Mol. FormulaC12H22F6N6OP2
Mol. Weight442.28
Melting Point>130°C
TSCANo
Density1.422
Stability对光和湿度敏感
SolubilitySoluble in water (hydrolyses), acetone, and dichloromethane.

别名和识别编码

Chemical NameBenzotriazol-1-yloxytris(dimethylamino)phosphonium Hexafluorophosphate (BOP)
CAS Number56602-33-6
Synonym BOP (hexafluorophosphate) {LY} BOP (hexafluorophosphate) {} {LY} BOP (hexafluorophosphate) {} {} {LY} BOP (hexafluorophosphate) {} {} {} {LY} BOP (hexafluorophosphate) {} {} {} {} {LY} BOP (hexafluorophosphate) {} {} {} {} {} {LY} BOP (hexafluorophosphate) {} {} {} {} {} {} {LY} BOP (hexafluorophosphate) {} {} {} {} {} {} {} {LY} BOP (hexafluorophosphate) {} {} {} {} {} {} {} {} {LY} BOP (hexafluorophosphate) {} {} {} {} {} {} {} {} {} {LY} BOP (hexafluorophosphate) {} {} {} {} {} {} {} {} {} {} {LY} BOP (hexafluorophosphate) {} {} {} {} {} {} {} {} {} {} {} {LY} BOP (hexafluorophosphate) {} {} {} {} {} {} {} {} {} {} {} {} {LY} BOP (hexafluorophosphate) {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} BOP (hexafluorophosphate) {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} BOP (hexafluorophosphate) {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} BOP (hexafluorophosphate) {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {}
PubChem Substance ID87564552
EC Number260-279-1
Beilstein Registry Number4287025
MDL NumberMFCD00011948
Reaxys-RN4287025
Chemical Name Translation卡特缩合剂
InChIKeyMGEVGECQZUIPSV-UHFFFAOYSA-N
LabNetwork Molecule IDLN00169062
Canonical SMILESF[P-](F)(F)(F)(F)F.CN(C)[P+](N(C)C)(N(C)C)ON1C2=CC=CC=C2N=N1
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分类

  • Miscellaneous Reagents
  • {SNA} Chemical Biology, Chemical Synthesis, Coupling, Peptide Chemistry, Peptide Coupling, Phosphonium/Uronium/Formamidinium, Synthetic Reagents

产品应用

  • Usually used as reagent for Peptide coupling,Synthesis of esters,Esterification of carboxylic acids,Plasmid CAN-encapsulating liposomes,Synthesis of magnolamide for antioxidative activity,Catalyst for preparation of 9-acridinecaroboxamide derivative.

相关文献及参考

  • Mild and efficient reagent for the preparation of esters from carboxylic acids and alcohols: Tetrahedron Lett., 36, 4253 (1995); for esterification of amino acids at low temperatures, see: Tetrahedron Lett., 35, 5603 (1994); for use in formation of mixed phosphonate diesters, see: J. Org. Chem., 60, 5214 (1995).
  • Reagent for high yield, low racemization peptide coupling: Tetrahedron Lett., 1219 (1975). See Appendix 6.
  • Mild and efficient reagent for the p
  • Reagent for high yield, low racemization peptide coupling: Tetrahedron Lett., 1219 (1975). See Appendix 6.
  • The carboxyphosphonium salts formed by reaction with carboxylic acids can be reduced with NaBH4, providng a mild method for reduction of acids to alcohols: Tetrahedron lett., 39, 3319 (1998).
  • Promotes the reaction of aliphatic primary amines with CS2 to give isothiocyanates which can be isolated in high yield or reacted in situ with nucleophiles: J. Chem. Soc., Chem. Commun., 1995 (1995).
  • Kenner, G.W., Seely, J., J. Am. Chem. Soc., 94, 3259 (1972),
  • 6. W. Chiou, et al., Heterocycles 65 , 1215-1220, (2005)

安全信息

GHS Symbol
WGK Germany3
Hazard Codes 4.1
Hazard statements
  • H315 Causes skin irritation 会刺激皮肤
  • H228 Flammable solid 易燃固体
  • H335 May cause respiratory irritation 可能导致呼吸道刺激
Personal Protective Equipment dust mask type N95 (US), Eyeshields, Gloves
Precautionary statements
  • P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
  • P362 Take off contaminated clothing and wash before reuse. 脱掉污染的衣服，清洗后方可重新使用
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P305+P351+P338
  • P332+P313
  • P305+P351+P338+P337+P313
  • P210 Keep away from heat/sparks/open flames/hot surfaces. — No smoking. 远离热源/火花/明火/热的表面。——禁止吸烟。
  • P302+P350
  • P337+P313
  • P302+P352+P332+P313+P362+P364
Signal word
Safety Statements
  • S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 眼睛接触后，立即用大量水冲洗并征求医生意见；
  • S37 Wear suitable gloves 戴适当手套；
  • S36/37/39 Wear suitable protective clothing, gloves and eye/face protection 穿戴适当的防护服、手套和眼睛/面保护；
Risk Statements
  • R11 Highly flammable 非常易燃
  • R37/38 Irritating to respiratory system and skin 对呼吸系统和皮肤有刺激性
  • R44 Risk of explosion if heated under confinement 密封下加热有爆炸危险
  • R2 Risk of explosion by shock, friction, fire or other sources of ignition 遇到震动、摩擦、火焰或者其它引燃物有爆炸危险
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
Storage condition 2-8°C, sealed storage, away from moisture {LY} 2-8°C, sealed storage, away from moisture Moisture & Light Sensitive Store at room temperature {} {LY} 2-8°C, sealed storage, away from moisture {} {} {LY} 2-8°C, sealed storage, away from moisture {} {} {} {LY} 2-8°C, sealed storage, away from moisture {} {} {} {} {LY} 2-8°C, sealed storage, away from moisture {} {} {} {} {} {LY} 2-8°C, sealed storage, away from moisture {} {} {} {} {} {} { {} {} {} {} {} {} {LY} 2-8°C, sealed storage, away from moisture {} {} {} {} {} {} {} {LY} 2-8°C, sealed storage, away from moisture {} {} {} {} {} {} {} {} {LY} 2-8°C, sealed storage, away from moisture {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {LY} 2-8°C, sealed storage, away from moisture {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, sealed storage, away from moisture {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, sealed storage, away from moisture {} {} {} {} {} {} {} {} {
Packing GroupII
UN Number UN1325

其他信息

  • 在甲醇中25mg/ml，溶液澄清。对光敏感；对潮湿敏感磷正离子型多肽缩合剂[1.2]；内酯化及酯化试剂[3.4]。

系列性分类

  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Heterocyclic Building Blocks 杂环合成砌块
  4. Triazoles 三唑
  1. Chemical Synthesis 化学合成
  2. Synthetic Reagents 合成试剂
  3. Coupling - Synthetic Reagents
  4. Phosgene Derivatives - Coupling
  1. Chemical Synthesis 化学合成
  2. Synthetic Reagents 合成试剂
  3. Coupling - Synthetic Reagents
  4. Phosphonium/Uronium/Formamidinium - Coupling
  1. Chemical Synthesis 化学合成
  2. Synthetic Reagents 合成试剂
  3. Coupling - Synthetic Reagents
  4. Phosphonium/Uronium/Formamidinium - Coupling
  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Chemicals by Class 化学分类法
  4. Halogenated 卤化物 (氟氯溴碘)
  5. Fluoro 氟化物
  1. Chemical Synthesis 化学合成
  2. Chemical Biology 生物化学
  3. Peptide Chemistry 多肽化学
  4. Peptide Coupling - Peptide Chemistry
  5. Phosphonium/Uronium/Formamidinium - Peptide Coupling
  1. Chemical Synthesis 化学合成
  2. Synthetic Reagents 合成试剂
  3. Condensation & Active Esterification
  1. Analytical & Chromatography 分析化学与色谱
  2. HPLC
  3. Analytical Reagents
  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Chemicals by Class 化学分类法
  4. Phosphonium Compounds
  1. Life Science 生命科学
  2. Biochemistry / Glyco-Chemistry
  3. Peptide Synthesis