(6R)-6-benzyl-6-[N-(tert-butoxycarbonyl)-glycyl]aminohexanoylglycine

Base Information

Chemical Name:(6R)-6-benzyl-6-[N-(tert-butoxycarbonyl)-glycyl]aminohexanoylglycine
CAS No.:286965-04-6
Molecular Formula:C₂₂H₃₃N₃O₆
Molecular Weight:435.521
Hs Code.:

Synonyms:(6R)-6-benzyl-6-[N-(tert-butoxycarbonyl)-glycyl]aminohexanoylglycine

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Chemical Property of (6R)-6-benzyl-6-[N-(tert-butoxycarbonyl)-glycyl]aminohexanoylglycine

Chemical Property:

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Technology Process of (6R)-6-benzyl-6-[N-(tert-butoxycarbonyl)-glycyl]aminohexanoylglycine

There total 7 articles about (6R)-6-benzyl-6-[N-(tert-butoxycarbonyl)-glycyl]aminohexanoylglycine 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: 98.0%

: 341508-58-5
(6R)-6-benzyl-6-[N-(tert-butoxycarbonyl)-glycyl]aminohexanoylglycine ethyl ester

: 286965-04-6
(6R)-6-benzyl-6-[N-(tert-butoxycarbonyl)-glycyl]aminohexanoylglycine

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; water; at 0 - 20 ℃;
DOI:10.1021/jo001308b

Reference yield:

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

: 286965-04-6
(6R)-6-benzyl-6-[N-(tert-butoxycarbonyl)-glycyl]aminohexanoylglycine

Guidance literature:: Multi-step reaction with 6 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

5: H₂ / Pd/C / ethyl acetate / 5.5 h / 1810.07 Torr

6: 98 percent / LiOH / H₂O; tetrahydrofuran / 0 - 20 °C

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

Reference yield:

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

: 286965-04-6
(6R)-6-benzyl-6-[N-(tert-butoxycarbonyl)-glycyl]aminohexanoylglycine

Guidance literature:: Multi-step reaction with 4 steps

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

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

3: H₂ / Pd/C / ethyl acetate / 5.5 h / 1810.07 Torr

4: 98 percent / LiOH / H₂O; tetrahydrofuran / 0 - 20 °C

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