Merck
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文件

安全信息

8.51004

Sigma-Aldrich

BOP

Benzotriazole-1-yl-oxy-tris-(dimethylamino)-phosphonium hexafluorophosphate Novabiochem®

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别名:
BOP, Benzotriazole-1-yl-oxy-tris-(dimethylamino)-phosphoniumhexafluorophosphate, Castro′s Reagent
经验公式(希尔记法):
C12H22N6OP · F6P
CAS号:
分子量:
442.28
MDL编号:
EC索引号:
260-279-1

质量水平

产品线

Novabiochem®

检测方案

≥99.0% (HPLC)

形式

powder

reaction suitability

reaction type: Coupling Reactions

manufacturer/tradename

Novabiochem®

mp

138-145 °C

application(s)

peptide synthesis

储存温度

2-8°C

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

InChI key

MGEVGECQZUIPSV-UHFFFAOYSA-N

一般描述

Peptide coupling reagent which suppresses enantiomerization [1,2,3,4,5,6,7,8,9,10,11,12,13,14,15]. Reduction of carboxylic acids activated with BOP provides a facile route to alcohols [16]. Novabiochem® recommends the replacement of BOP by PyBOP (for PyBOP please see 851009). The manufacture of BOP, as well as its utilization, involves the use or the formation of hexamethylphosphotriamide, the carcinogenicity and respiratory toxicity of which has been the subject of numerous reports.

Associated Protocols and Technical Articles

Guide to Selection of Coupling Reagents Literature references

[1] B. Castro, et al. (1975) Tetrahedron Lett., 16, 1219.
[2] B. Castro, et al. (1976) Synthesis, 751.
[3] B. Castro, et al. (1977) Synthesis, 413.
[4] B. Castro, et al. (1977) J. Chem. Res. (S), 182.
[5] P. Rivaille, et al. (1980) Tetrahedron, 36, 3413.
[6] D. L. Nguyen, et al. (1985) J. Chem. Soc., Perkin Trans. 1, 1025.
[7] D. L. Nguyen, et al. (1987) J. Chem. Soc., Perkin Trans. 1, 1915.
[8] A. Fournier, et al. (1988) Int. J. Peptide Protein Res., 31, 86 and 231.
[9] J.-P. Briand, et al. (1989) Pept. Res., 2, 381.
[10] A. Fournier, et al. (1989) Int. J. Peptide Protein Res., 33, 133.
[11] D. L. Nguyen, et al. (1989) Biochem. Biophys. Res. Commun., 162, 1425.
[12] W. K. Rule, et al. in ′Peptides 1988, Proc. 20th European Peptide Symposium′, G. Jung & E. Bayer (Eds), Walter de Gruyter, Berlin, 1989, pp. 238.
[13] M. Forest, et al. (1990) Int. J. Peptide Protein Res., 35, 89.
[14] R. Seyer, et al. (1990) Int. J. Peptide Protein Res., 35, 465.
[15] H. Gausepohl, et al. in ′Innovation & Perspectives in Solid Phase Synthesis, 2nd International Symposium′, R. Epton (Eds), Intercept UK Ltd., Andover, 1993, pp. 387.
[16] R. P. McGeary (1998) Tetrahedron Lett., 39, 3319.

联系

Replaces: 01-62-0001

分析说明

Color (visual): white to slight yellow to beige
Appearance of substance (visual): powder
Identity (IR): passes test
Assay (HPLC, area%): ≥ 99.0 % (a/a)
Solubility (0.6 mmole in 1 ml DMF): clearly soluble

法律信息

Novabiochem is a registered trademark of Merck KGaA, Darmstadt, Germany

象形图

FlameExclamation mark

警示用语:

Danger

危险声明

危险分类

Flam. Sol. 1 - Skin Irrit. 2 - STOT SE 3

靶器官

Respiratory system

补充剂危害

储存分类代码

4.1A - Other explosive hazardous materials

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

法规信息

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商品

Novabiochem®可提供大量的偶联剂用于原位活化。原位活化试剂易于使用 - 即使是利用空间位阻氨基酸,并且它们的使用通常没有副反应。

Novabiochem® offers a large number of coupling reagents for in situ activation. In situ activating reagents are easy to use, fast reacting – even with sterically hindered amino acids, and their use is generally free of side reactions.

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