4526-92-5

Upstream product

• 13734-41-3 t-Boc-L-valine 
• 623-33-6 glycine ethyl ester hydrochloride 
• 538-75-0 dicyclohexyl-carbodiimide 

Downstream Products

• 45233-75-8 2-[[(2S)-2-(tert-butoxycarbonylamino)-3-methyl-butanoyl]amino]acetic acid 
• 16944-60-8 (2S)-isopropylpiperazine-3,6-dione 
• 180844-13-7 (S,Z)-3-benzylidene-6-isopropylpiperazine-2,5-dione 
• 215179-93-4 (S)-1-Acetyl-6-isopropyl-3-[1-(4-methoxy-phenyl)-meth-(Z)-ylidene]-piperazine-2,5-dione 
• 94776-79-1 Boc-Cys(MBzl)-Met-Val-Gly-OEt 
• 94776-80-4 Boc-Cys(MBzl)-Met-Val-Gly-NHNH₂ 
• 109952-96-7 N-t-butoxycarbonyl-L-valylglycyl-α-aza-alanine benzyl ester 
• 109953-14-2 2-(3-{(S)-1-[2-(N'-Benzoyl-N'-methyl-hydrazino)-2-oxo-ethylcarbamoyl]-2-methyl-propyl}-ureido)-4-methyl-pentanoic acid methyl ester 
• 109953-23-3 N-t-butoxycarbonyl-L-valylglycyl-α-azaisoleucine benzyl ester 
• 109953-16-4 4-Methyl-2-(3-{(S)-2-methyl-1-[2-(N'-methyl-N'-phenylacetyl-hydrazino)-2-oxo-ethylcarbamoyl]-propyl}-ureido)-pentanoic acid methyl ester 
• 109953-15-3 C₂₃H₃₆N₆O₆ 
• 109953-45-9 2-(3-{(S)-1-[2-(N'-Benzyloxycarbonyl-N'-methyl-hydrazino)-2-oxo-ethylcarbamoyl]-2-methyl-propyl}-ureido)-4-methyl-pentanoic acid 
• 109953-12-0 4-Methyl-2-[3-((S)-2-methyl-1-{2-[N'-methyl-N'-(2-phenoxy-acetyl)-hydrazino]-2-oxo-ethylcarbamoyl}-propyl)-ureido]-pentanoic acid methyl ester 
• 109953-11-9 N-<(1-methoxycarbonyl-3-methylbutyl)carbamoyl>-L-valylglycylaza-alanine benzyl ester 

Relevant academic research and scientific papers

2-HALOVINYL ARYL SULFONES: NEW COUPLING REAGENTS FOR CARBOXAMIDE FORMATION

E-2-Chlorovinyl p-nitrophenyl sulfone 6 and 2-bromo-2-trifluoromethylvinyl phenyl sulfone 7a reacted with carboxylic acids in the presence of a molar equiv of Et3N affording the corresponding 2-acyloxyvinyl sulfones 8, 11, 17, 18, 22, 25, 28 and 29.The latter, on treatment with amines, gave amides 9, 13, 19, 23 and 26 and peptides 30 and 32.These reagents 6 and 7a were also used for the formation of N-methylanilides 13d, 13e, 19d, 23 and 26.Particularly, 6 was successfully used for synthesis of a macrocyclic lactam 23 involving a N-methylanilide moiety.The amidation reac tions proceeded under essentially neutral conditions.Therefore, base-sensitive β-hydroxycarboxy-N-methylanilides such as 26, whose structural unit was involved in maytansine 5, could be prepared by the present method.The reagent 6 was also effective for the preparation of peptides such as Val-N-MeVal derivatives (e.g.32), which were difficult to prepare by other methods.