8.51004

BOP

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

• 同義詞: BOP, Benzotriazole-1-yl-oxy-tris-(dimethylamino)-phosphoniumhexafluorophosphate, Castro′s Reagent
• 經驗公式（希爾表示法）: C₁₂H₂₂N₆OP · F₆P
• CAS號碼: 56602-33-6
• 分子量：: 442.28
• MDL號碼: MFCD00011948
• 分類程式碼代碼: 12352107
• 酶委員會索引編號: 260-279-1
• NACRES: NA.22

屬性

• 品質等級: 200
• 產品線: Novabiochem^®
• 化驗: ≥99.0% (HPLC)
• 形狀: powder
• 反應適用性: reaction type: Coupling Reactions
• 製造商／商標名: Novabiochem^®
• mp: 138-145 °C
• 應用: peptide synthesis
• 儲存溫度: 2-8°C
• SMILES 字串: F[P-](F)(F)(F)(F)F.[P](=[N+](C)C)(N(C)C)(N(C)C)O[n]1nnc2c1cccc2
• 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 密鑰: MGEVGECQZUIPSV-UHFFFAOYSA-N

描述

一般說明

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.

聯結

Replaces: 01-62-0001

分析報告

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

法律資訊

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

安全資訊

• 象形圖: GHS02,GHS07
• 訊號詞: Danger
• 危險聲明: H228 - H315 - H335
• 防範說明: P210 - P240 - P241 - P261 - P264 - P302 + P352
• 危險分類: Flam. Sol. 1 - Skin Irrit. 2 - STOT SE 3
• 標靶器官: Respiratory system
• 安全危害: EUH044
• 儲存類別代碼: 4.1A - Other explosive hazardous materials
• 水污染物質分類（WGK）: WGK 3
• 閃點（°F）: Not applicable
• 閃點（°C）: Not applicable