N-[2(S)-[2-[1-(4-Cyanobenzyl)-1H-imidazol-5-yl]acetamido]-3(S)-methylpentyl]-N-(1-naphthylmethyl)glycyl-L-methionine methyl ester

Base Information

Chemical Name:N-[2(S)-[2-[1-(4-Cyanobenzyl)-1H-imidazol-5-yl]acetamido]-3(S)-methylpentyl]-N-(1-naphthylmethyl)glycyl-L-methionine methyl ester
CAS No.:179026-12-1
Molecular Formula:C₃₈H₄₆N₆O₄S
Molecular Weight:682.887
Hs Code.:

Synonyms:2(S)-<2-[(2(S)-<2-[3-(4-cyanobenzyl)-3H-imidazol-4-yl]acetylamino>-3(S)-methylpentyl)naphthalen-1-ylmethylamino]acetylamino>-4-(methylsulfanyl)butyric acid methyl ester

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Chemical Property of N-[2(S)-[2-[1-(4-Cyanobenzyl)-1H-imidazol-5-yl]acetamido]-3(S)-methylpentyl]-N-(1-naphthylmethyl)glycyl-L-methionine methyl ester

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Technology Process of N-[2(S)-[2-[1-(4-Cyanobenzyl)-1H-imidazol-5-yl]acetamido]-3(S)-methylpentyl]-N-(1-naphthylmethyl)glycyl-L-methionine methyl ester

There total 6 articles about N-[2(S)-[2-[1-(4-Cyanobenzyl)-1H-imidazol-5-yl]acetamido]-3(S)-methylpentyl]-N-(1-naphthylmethyl)glycyl-L-methionine methyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 74.0%

: 179026-35-8
1-(4-cyanophenylmethyl)-1H-imidazol-5-ylacetic acid

: 2(S)-[2-(<2(S)-amino-3(S)-methylpentyl>naphthalen-1-ylmethylamino)acetylamino]-4-(methylsulfanyl)butyric acid methyl ester bis-hydrochloride

: 179026-12-1
2(S)-<2-[(2(S)-<2-[3-(4-cyanobenzyl)-3H-imidazol-4-yl]acetylamino>-3(S)-methylpentyl)naphthalen-1-ylmethylamino]acetylamino>-4-(methylsulfanyl)butyric acid methyl ester

Guidance literature:: With N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; 3-hydroxy-3,4-dihydrobenzotriazine-4-one; In N,N-dimethyl-formamide; at 20 ℃; for 16h;
DOI:10.1021/jm990080l

Reference yield:

: 3251-69-2
2-(1H-imidazol-5-yl)acetic acid hydrochloride

: 179026-12-1
2(S)-<2-[(2(S)-<2-[3-(4-cyanobenzyl)-3H-imidazol-4-yl]acetylamino>-3(S)-methylpentyl)naphthalen-1-ylmethylamino]acetylamino>-4-(methylsulfanyl)butyric acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 100 percent / HCl / 18 h / 20 °C

2: 75 percent / Et₃N / dimethylformamide / 72 h

3: acetonitrile / 18 h / 55 °C

4: MeOH / 0.5 h / Heating

5: 1 M aq. LiOH / tetrahydrofuran / 16 h / 20 °C

6: 74 percent / HOOBT; EDC; Et₃N / dimethylformamide / 16 h / 20 °C

With hydrogenchloride; methanol; lithium hydroxide; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; 3-hydroxy-3,4-dihydrobenzotriazine-4-one; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile; 1: Esterification / 2: Alkylation / 3: quaternization / 4: methanolysis / 5: Hydrolysis / 6: amidation;
DOI:10.1021/jm990080l

Reference yield:

: 145133-11-5
methyl [1-(triphenylmethyl)-1H-imidazol-4-yl]acetate

: 179026-12-1
2(S)-<2-[(2(S)-<2-[3-(4-cyanobenzyl)-3H-imidazol-4-yl]acetylamino>-3(S)-methylpentyl)naphthalen-1-ylmethylamino]acetylamino>-4-(methylsulfanyl)butyric acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: acetonitrile / 18 h / 55 °C

2: MeOH / 0.5 h / Heating

3: 1 M aq. LiOH / tetrahydrofuran / 16 h / 20 °C

4: 74 percent / HOOBT; EDC; Et₃N / dimethylformamide / 16 h / 20 °C

With methanol; lithium hydroxide; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; 3-hydroxy-3,4-dihydrobenzotriazine-4-one; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile; 1: quaternization / 2: methanolysis / 3: Hydrolysis / 4: amidation;
DOI:10.1021/jm990080l