CAS 56602-33-6|CAS 55750-63-5|Benzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate|(1H-1,2,3-benzotriazol-1-yloxy)tris(dimethylamino)phosphanium; hexafluoro-$l^{5}-phosphanuide|BOP...

基本信息

化学结构

分子式

C₁₂H₂₂F₆N₆OP₂

分子量

442.2806212

精确质量

442.12345193

电荷

InChI

InChI=1S/C12H22N6OP.F6P/c1-15(2)20(16(3)4,17(5)6)19-18-12-10-8-7-9-11(12)13-14-18;1-7(2,3,4,5)6/h7-10H,1-6H3;/q+1;-1

InChIKey

MGEVGECQZUIPSV-UHFFFAOYSA-N

Canonic Smiles

F[P-](F)(F)(F)(F)F.CN([P+](N(C)C)(N(C)C)On1nnc2c1cccc2)C

Isomeric Smiles

[P-](F)(F)(F)(F)(F)F.n1(c2ccccc2nn1)O[P+](N(C)C)(N(C)C)N(C)C

计算属性

JChem

质子受体

质子供体

LogD (pH = 5.5)

-0.6060943

LogD (pH = 7.4)

-0.6060938

Log P

-0.6060938

摩尔折射率

92.123

极化性

33.17002

极化表面积

49.66

可自由旋转的化学键

里宾斯基五规则

true

数据来源

名称和标识

IUPAC标准名

(1H-1,2,3-benzotriazol-1-yloxy)tris(dimethylamino)phosphanium; hexafluoro-$l^{5}-phosphanuide (1H-1,2,3-benzotriazol-1-yloxy)tris(dimethylamino)phosphanium; hexafluoro-λ⁵-phosphanuide

别名

BOPBenzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorophosphateCastros reagentBENZOTRIAZOL-1-YLOXY-TRIS-(DIMETHYLAMINO)-PHOSPHONIUM HEXAFLUOROPHOSPHATEEMCSN-Succinimidyl 6-maleimidocaproateBOP-ReagentBOP reagentN-(ε-MALEIMIDOCAPROYL-OXY)SUCCINIMIDE6-Maleimidocaproic acid N-succinimidyl esterCastro's reagent苯并三氮唑-1-基氧基三(二甲氨基)磷鎓六氟磷酸盐BOP Reagent卡特缩合剂(Benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphateBOP 试剂(Benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate1H-Benzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate1H-苯并三唑-1-基氧代三(二甲氨基)磷鎓六氟磷酸盐

IUPAC传统名

(1,2,3-benzotriazol-1-yloxy)tris(dimethylamino)phosphanium; hexafluoro-$l^{5}-phosphanuide (1,2,3-benzotriazol-1-yloxy)tris(dimethylamino)phosphanium; hexafluoro-λ⁵-phosphanuide (1,2,3-benzotriazol-1-yloxy)tris(dimethylamino)phosphanium hexafluorophosphate

名称和标识

数据登录号

CAS号

PubChem CID

Chemspider ID

维基百科标题

MDL号

Beilstein号

EC号

PubChem SID

数据登录号

化合物性质

分子相关蛋白质

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分子图谱

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描述信息

Apollo Scientific

PC2519

Peptide coupling reagent.

MP Biomedicals

02151585

A heterobifunctional reagent for enzyme immunoassay.

02150441

Peptide coupling agent. Also used to prepare amino acid phenyl esters.

Wikipedia

BOP_reagent

Sigma Aldrich

226084

包装
1, 5 g in glass bottle
Application
Reagent for: Peptide coupling1 Synthesis of esters2 Esterification of carboxylic acids3,4 Plasmid CAN-encapsulating liposomes5 Synthesis of magnolamide for antioxidative activity6Catalyst for preparation of 9-acridinecaroboxamide derivative7

B2886

Application
Activating reagent for synthesis of peptides and amino acid derivatives

TRC

B207000

A peptide coupling reagent. Can be used in the preparation of phenyl esters of amino acids which have been shown to be valuable as blocked derivatives of amino acids in the field of peptide synthesis.

描述信息

参考文献

PubChem文献

数据源提供

• Z.J. Cabanthik, et al., J. Membrane Biol., 10: 311, (1972). 15: 207, (1974).

• A. Rothstein, et al., Biochem. Biophys

• Castro, B., et al.: Tetrahedron Lett., 1219 (1975)

• Kenner, G.W., Seely, J., J. Am. Chem. Soc., 94, 3259 (1972)

• 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).

• 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).

• 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).

参考文献

生物活性

PubChem BioAssay

生物活性

名称和标识

IUPAC标准名

(1H-1,2,3-benzotriazol-1-yloxy)tris(dimethylamino)phosphanium; hexafluoro-$l^{5}-phosphanuide (1H-1,2,3-benzotriazol-1-yloxy)tris(dimethylamino)phosphanium; hexafluoro-λ⁵-phosphanuide

别名

IUPAC传统名

数据登录号

CAS号

PubChem CID

Chemspider ID

维基百科标题

MDL号

Beilstein号

EC号

PubChem SID

描述信息

PC2519

Peptide coupling reagent.

MP Biomedicals

02151585

A heterobifunctional reagent for enzyme immunoassay.

02150441

Peptide coupling agent. Also used to prepare amino acid phenyl esters.

Wikipedia

BOP_reagent

Sigma Aldrich

226084

B2886

Application
Activating reagent for synthesis of peptides and amino acid derivatives

TRC

B207000

参考文献

PubChem文献

数据源提供

• Z.J. Cabanthik, et al., J. Membrane Biol., 10: 311, (1972). 15: 207, (1974).

• A. Rothstein, et al., Biochem. Biophys

• Castro, B., et al.: Tetrahedron Lett., 1219 (1975)

• Kenner, G.W., Seely, J., J. Am. Chem. Soc., 94, 3259 (1972)

• 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).

生物活性

PubChem BioAssay

化合物性质

化合物信息

ID:94885