(6S)-6-benzyl-6-[N-(tert-butoxycarbonyl)-glycyl]aminohex-4-eneoylglycine ethyl ester

Base Information

Chemical Name:(6S)-6-benzyl-6-[N-(tert-butoxycarbonyl)-glycyl]aminohex-4-eneoylglycine ethyl ester
CAS No.:286965-03-5
Molecular Formula:C₂₄H₃₅N₃O₆
Molecular Weight:461.558
Hs Code.:

Synonyms:(6S)-6-benzyl-6-[N-(tert-butoxycarbonyl)-glycyl]aminohex-4-eneoylglycine ethyl ester

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Chemical Property of (6S)-6-benzyl-6-[N-(tert-butoxycarbonyl)-glycyl]aminohex-4-eneoylglycine ethyl ester

Chemical Property:

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Technology Process of (6S)-6-benzyl-6-[N-(tert-butoxycarbonyl)-glycyl]aminohex-4-eneoylglycine ethyl ester

There total 5 articles about (6S)-6-benzyl-6-[N-(tert-butoxycarbonyl)-glycyl]aminohex-4-eneoylglycine ethyl 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: 84.0%

: (6S)-6-benzyl-6-[N-(tert-butoxycarbonyl)-glycyl]aminohex-4-enoic acid

: 623-33-6
glycine ethyl ester hydrochloride

: 286965-03-5
(6S)-6-benzyl-6-[N-(tert-butoxycarbonyl)-glycyl]aminohex-4-eneoylglycine ethyl ester

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; at 20 ℃;
DOI:10.1021/jo001308b

Reference yield:

: 286965-00-2
(6S)-6-benzyl-6-[N-(tert-butoxycarbonyl)]-hex-4-enoic acid ethyl ester

: 286965-03-5
(6S)-6-benzyl-6-[N-(tert-butoxycarbonyl)-glycyl]aminohex-4-eneoylglycine ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: TFA / CH₂Cl₂ / 1 h / 20 °C

2: 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride; Et₃N; HOBt / 20 °C

3: 77 percent / LiOH / tetrahydrofuran; H₂O / 0 - 20 °C

4: 84 percent / 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride; Et₃N; HOBt / 20 °C

With lithium hydroxide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; water;
DOI:10.1021/jo001308b

Reference yield:

: 286965-01-3
(6S)-6-benzyl-6-[N-(tert-butoxycarbonyl)-glycyl]aminohex-4-enoic acid ethyl ester

: 286965-03-5
(6S)-6-benzyl-6-[N-(tert-butoxycarbonyl)-glycyl]aminohex-4-eneoylglycine ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 77 percent / LiOH / tetrahydrofuran; H₂O / 0 - 20 °C

2: 84 percent / 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride; Et₃N; HOBt / 20 °C

With lithium hydroxide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; water;
DOI:10.1021/jo001308b