(2R)-6-N-(tert-butoxycarbonyl)amino-2-benzylhexanoyl-glycyl-glycine ethyl ester

Base Information

Chemical Name:(2R)-6-N-(tert-butoxycarbonyl)amino-2-benzylhexanoyl-glycyl-glycine ethyl ester
CAS No.:286965-05-7
Molecular Formula:C₂₄H₃₇N₃O₆
Molecular Weight:463.574
Hs Code.:

Synonyms:(2R)-6-N-(tert-butoxycarbonyl)amino-2-benzylhexanoyl-glycyl-glycine ethyl ester

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Chemical Property of (2R)-6-N-(tert-butoxycarbonyl)amino-2-benzylhexanoyl-glycyl-glycine ethyl ester

Chemical Property:

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Technology Process of (2R)-6-N-(tert-butoxycarbonyl)amino-2-benzylhexanoyl-glycyl-glycine ethyl ester

There total 7 articles about (2R)-6-N-(tert-butoxycarbonyl)amino-2-benzylhexanoyl-glycyl-glycine 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: 80.0%

: 24424-99-5
di-tert-butyl dicarbonate

: 286964-99-6
(2R)-6-azido-2-benzylhexanoyl-glycyl-glycine ethyl ester

: 286965-05-7
(2R)-6-N-(tert-butoxycarbonyl)amino-2-benzylhexanoyl-glycyl-glycine ethyl ester

Guidance literature:: With triethylsilane; palladium dihydroxide; at 20 ℃; for 4h;
DOI:10.1021/jo001308b

Reference yield:

: 22809-37-6
6-bromohexanoyl chloride

: 286965-05-7
(2R)-6-N-(tert-butoxycarbonyl)amino-2-benzylhexanoyl-glycyl-glycine ethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 0.17 h / -78 °C

1.2: 76 percent / tetrahydrofuran; hexane / 6 h / 20 °C

2.1: NaN₃ / dimethylformamide / 19 h / 20 °C

3.1: NaN(TMS)2 / tetrahydrofuran / 0.75 h / -78 °C

3.2: 54 percent / tetrahydrofuran / 2 h / 0 °C

4.1: 90 percent / LiOH; H₂O₂ / tetrahydrofuran; H₂O / 0 - 20 °C

5.1: 43 percent / 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride; HOBt; Et₃N / 20 °C

6.1: 80 percent / Et₃SiH / Pd(OH)2/C / 4 h / 20 °C

With triethylsilane; lithium hydroxide; n-butyllithium; sodium azide; dihydrogen peroxide; sodium hexamethyldisilazane; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; palladium dihydroxide; In tetrahydrofuran; hexane; water; N,N-dimethyl-formamide;
DOI:10.1021/jo001308b

Reference yield:

: 100-39-0
benzyl bromide

: 286965-05-7
(2R)-6-N-(tert-butoxycarbonyl)amino-2-benzylhexanoyl-glycyl-glycine ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: NaN(TMS)2 / tetrahydrofuran / 0.75 h / -78 °C

1.2: 54 percent / tetrahydrofuran / 2 h / 0 °C

2.1: 90 percent / LiOH; H₂O₂ / tetrahydrofuran; H₂O / 0 - 20 °C

3.1: 43 percent / 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride; HOBt; Et₃N / 20 °C

4.1: 80 percent / Et₃SiH / Pd(OH)2/C / 4 h / 20 °C

With triethylsilane; lithium hydroxide; dihydrogen peroxide; sodium hexamethyldisilazane; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; palladium dihydroxide; In tetrahydrofuran; water;
DOI:10.1021/jo001308b