113266-24-3

Basic information

• Product Name: Cbz-Gly-D-Phe-Val-OMe
• Synonyms: Cbz-Gly-D-Phe-Val-OMe
• CAS NO: 113266-24-3
• Molecular Weight: 469.538
• Mol File: 113266-24-3.mol
• Article Data: 12

Chemical Properties

• CAS DataBase Reference: Cbz-Gly-D-Phe-Val-OMe(CAS DataBase Reference)
• NIST Chemistry Reference: Cbz-Gly-D-Phe-Val-OMe(113266-24-3)
• EPA Substance Registry System: Cbz-Gly-D-Phe-Val-OMe(113266-24-3)

Safety Data

• Hazardous Substances Data: 113266-24-3(Hazardous Substances Data)

Upstream product

• 4070-48-8 L-Valine methyl ester 
• 1170-76-9 Z-Gly-(L)-Phe 
• 54885-66-4 Z-Gly-D-Phe-OH 
• 6306-52-1 L-valine methylester hydrochloride 
• 1138-80-3 N-(Benzyloxycarbonyl)glycine 
• 63-91-2 L-phenylalanine 

Relevant articles and documents

Ethyl 2-Cyano-2-(hydroxyimino)acetate (Oxyma): An efficient and convenient additive used with tetramethylfluoroformamidinium hexafluorophosphate (TFFH) to replace 1-hydroxybenzotriazole (HOBt) and 1-hydroxy-7-azabenzotriazole (HOAt) during peptide synthesis

The appropriateness of ethyl 2-cyano-2-(hydroxyimino)acetate (Oxyma) as a substitute for benzotriazole-based additives, for use in the TFFH approach for peptide synthesis, is discussed in terms of its capacity to control racemization, its coupling efficiency in difficult couplings either for stepwise or segment coupling in solution- and solid-phase coupling. In addition, Boc-based solution-phase peptide synthesis and its stability in the presence of growing peptide chains were studied. Oxyma displayed remarkable results in terms of racemization depression together with impressive coupling efficiency in both solution- and solid-phase synthesis. Furthermore, Oxyma suggests a lower risk of explosion than HOBt and HOAt.

S-(2-Pyrimidinyl)- and S-(2-(4,6-dimethylpyrimidinyl))-1,1,3,3- tetramethylthiouronium hexafluorophosphates: Novel reagents for in situ peptide coupling

Two new reagents for in situ peptide coupling based on the 2-mercaptopyrimidine core have been developed. The readily prepared thiouronium salts were found to promote both peptide and segment coupling efficiently with low racemization/epimerization levels

2-Mercaptopyridine-1-oxide-based peptide coupling reagents

The thiouronium salts S-(1-oxido-2-pyridinyl)-1,1,3,3-tetramethylthiouronium hexafluorophosphate (HOTT) and tetrafluoroborate (TOTT), and S-(1-oxido-2-pyridinyl)-1,3-dimethyl-1,3-trimethylenethiouronium hexafluorophosphate (HODT) and tetrafluoroborate (TODT), prepared from 2-mercaptopyridine-1-oxide and 1,1,3,3-tetramethylurea (TMU) or 1,3-dimethylpropyleneurea (DMPU), have been employed as reagents in solution and solid-phase peptide coupling chemistry. Furthermore, 2-mercaptopyridine-1-oxide has been employed as racemization-reducing additive combined with the new thiouronium salts and other frequently used peptide coupling reagents such as DCC or TBTU.