4818-08-0

Basic information

• Product Name: L-Valine, N-[N-[(phenylmethoxy)carbonyl]-L-phenylalanyl]-, methyl ester
• CAS NO: 4818-08-0
• Molecular Formula: C23H28N2O5
• Molecular Weight: 412.486
• Mol File: 4818-08-0.mol
• Article Data: 21

Chemical Properties

• CAS DataBase Reference: L-Valine, N-[N-[(phenylmethoxy)carbonyl]-L-phenylalanyl]-, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: L-Valine, N-[N-[(phenylmethoxy)carbonyl]-L-phenylalanyl]-, methyl ester(4818-08-0)
• EPA Substance Registry System: L-Valine, N-[N-[(phenylmethoxy)carbonyl]-L-phenylalanyl]-, methyl ester(4818-08-0)

Safety Data

• Hazardous Substances Data: 4818-08-0(Hazardous Substances Data)

Upstream product

• 2578-84-9 N-benzyloxycarbonyl-L-phenylalanine p-nitrophenyl ester 
• 6306-52-1 L-valine methylester hydrochloride 
• 41518-17-6 Z-Phe-O-COO-isoBu 
• 652140-31-3 (3S,6S)-5,8-dimethoxy-1,1-dimethyl-6-isopropyl-4,7-diazaspiro[2.5]octa-4,7-diene 
• 501-53-1 benzyl chloroformate 
• 3588-57-6 Z-DL-Phe-OH 
• 1161-13-3 N-Cbz-L-Phe 
• 96452-48-1 benzyl pyridin-2-yl carbonate 
• 652140-19-7 (3S,6S)-4,7-bis(4-methoxybenzyl)-1,1-dimethyl-6-isopropyl-4,7-diazaspiro[2.5]octane-5,8-dione 
• 652140-22-2 (3S,6S)-1,1-dimethyl-6-isopropyl-4,7-diazaspiro[2.5]octane-5,8-dione 
• 219916-54-8 (S)-N,N'-bis(p-methoxybenzyl)-3-methylene-6-isopropylpiperazine-2,5-dione 
• 437768-95-1 (S)-N⁽¹⁾-(p-methoxybenzyl)-6-isopropylpiperazine-2,5-dione 
• 205517-34-6 (3S)-N,N'-bis-(p-methoxybenzyl)-3-isopropyl-piperazine-2,5-dione 
• 852994-82-2 [(2S,5S)-N,N'-bis-(4-methoxybenzyl)-5-isopropyl-3,6-dioxopiperazin-2-yl]-phosphonic acid diethyl ester 

Downstream Products

• 606966-88-5 (S)-2-[(S)-2-(2-Chloro-acetylamino)-3-phenyl-propionylamino]-3-methyl-butyric acid methyl ester 
• 13123-00-7 (2S)-2-[((2S)-2-{[(benzyloxy)carbonyl]amino}-3-phenylpropanoyl)amino]-3-methylbutanoic acid 
• 74757-95-2 N-Z-L-phenylalanyl-L-valyl-L-proline methyl ester 
• 74757-97-4 L-phenylalanyl-L-valyl-L-proline methyl ester acetate 
• 606967-00-4 C₄₆H₆₇N₇O₁₁S₃ 
• 606966-92-1 C₄₉H₇₃N₇O₁₂S₂ 
• 606966-96-5 C₄₆H₆₆ClN₇O₁₁S₂ 
• 606966-89-6 (S)-2-[(S)-2-(2-Mercapto-acetylamino)-3-phenyl-propionylamino]-3-methyl-butyric acid methyl ester 
• 80870-38-8 (S)-methyl 2-((S)-2-amino-3-phenylpropanamido)-3-methylbutanoate 
• 6645-20-1 N-Z-L-phenylalanyl-L-valine hydrazide 

Relevant articles and documents

Phosphorus pentoxide for amide and peptide bond formation with minimal by-products

Phosphorus pentoxide and DMAP are used for amide bond formation from carboxylic acids and amines. Dipeptides and amides have been synthesized using this reagent in 42–77% yields and >99% ees. The protocol is attractive as it occurs at ambient temperature, the formation of organic by-products is minimal and the reagent can be readily quenched using water. Furthermore, excellent enantioselectivities are observed without the use of harsh triazole based additives.

Synthesis of 2-(4,6-Dimethoxy-1,3,5-triazin-2-yloxyimino) derivatives: Application in solution peptide synthesis

A new class of 1,3,5-triazinyloxyimino derivatives were prepared, characterized and tested for reactivity in solution peptide synthesis. The new triazinyloxyimino derivatives failed to activate the carboxyl group during formation of peptide bonds, but gav

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.