5-((L-((tert-butyloxycarbonyl)amino)alanyl-L-alanyl)amino)-4-hydroxy-6-phenylhexanoic acid benzhydrylamide

Base Information

Chemical Name:5-((L-((tert-butyloxycarbonyl)amino)alanyl-L-alanyl)amino)-4-hydroxy-6-phenylhexanoic acid benzhydrylamide
CAS No.:160140-78-3
Molecular Formula:C₃₆H₄₆N₄O₆
Molecular Weight:630.784
Hs Code.:

Synonyms:5-((L-((tert-butyloxycarbonyl)amino)alanyl-L-alanyl)amino)-4-hydroxy-6-phenylhexanoic acid benzhydrylamide

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Chemical Property of 5-((L-((tert-butyloxycarbonyl)amino)alanyl-L-alanyl)amino)-4-hydroxy-6-phenylhexanoic acid benzhydrylamide

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Technology Process of 5-((L-((tert-butyloxycarbonyl)amino)alanyl-L-alanyl)amino)-4-hydroxy-6-phenylhexanoic acid benzhydrylamide

There total 6 articles about 5-((L-((tert-butyloxycarbonyl)amino)alanyl-L-alanyl)amino)-4-hydroxy-6-phenylhexanoic acid benzhydrylamide 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: 70.0%

: 27317-69-7
N-tert-butoxycarbonyl-L-alanyl-L-alanine

: 160140-56-7
5-amino-4-hydroxy-6-phenylhexanoic acid benzhydrylamide

: 160140-78-3
5-((L-((tert-butyloxycarbonyl)amino)alanyl-L-alanyl)amino)-4-hydroxy-6-phenylhexanoic acid benzhydrylamide

Guidance literature:: With dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; for 72h; Ambient temperature;
DOI:10.1021/jm00041a005

Reference yield:

: 133333-27-4
tert-butyl (1S)-1-[(2S)-5-oxotetrahydrofuran-2-yl]-2-phenylethylcarbamate

: 160140-78-3
5-((L-((tert-butyloxycarbonyl)amino)alanyl-L-alanyl)amino)-4-hydroxy-6-phenylhexanoic acid benzhydrylamide

Guidance literature:: Multi-step reaction with 6 steps

1: 94 percent / 2N LiOH / tetrahydrofuran / 2 h / Ambient temperature

2: 88 percent / imidazole / dimethylformamide / 8 h / 55 °C

3: 57 percent / DCC / CH₂Cl₂ / 3 h / Ambient temperature

4: TFA / CH₂Cl₂ / 3 h / Ambient temperature

5: TBAF / tetrahydrofuran / 3 h / 45 °C

6: 70 percent / DCC / dimethylformamide / 72 h / Ambient temperature

With 1H-imidazole; lithium hydroxide; tetrabutyl ammonium fluoride; dicyclohexyl-carbodiimide; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm00041a005

Reference yield:

: 153353-99-2
(4S,5S)-5-tert-Butoxycarbonylamino-4-hydroxy-6-phenyl-hexanoic acid

: 160140-78-3
5-((L-((tert-butyloxycarbonyl)amino)alanyl-L-alanyl)amino)-4-hydroxy-6-phenylhexanoic acid benzhydrylamide

Guidance literature:: Multi-step reaction with 5 steps

1: 88 percent / imidazole / dimethylformamide / 8 h / 55 °C

2: 57 percent / DCC / CH₂Cl₂ / 3 h / Ambient temperature

3: TFA / CH₂Cl₂ / 3 h / Ambient temperature

4: TBAF / tetrahydrofuran / 3 h / 45 °C

5: 70 percent / DCC / dimethylformamide / 72 h / Ambient temperature

With 1H-imidazole; tetrabutyl ammonium fluoride; dicyclohexyl-carbodiimide; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm00041a005