N-(4-phenylbutyryl)-L-prolyl-DL-α-methylphenylalanine 3-(carbobenzoxyamino)propylamide

Base Information

Chemical Name:N-(4-phenylbutyryl)-L-prolyl-DL-α-methylphenylalanine 3-(carbobenzoxyamino)propylamide
CAS No.:86778-94-1
Molecular Formula:C₃₆H₄₄N₄O₅
Molecular Weight:612.769
Hs Code.:

Synonyms:N-(4-phenylbutyryl)-L-prolyl-DL-α-methylphenylalanine 3-(carbobenzoxyamino)propylamide

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Chemical Property of N-(4-phenylbutyryl)-L-prolyl-DL-α-methylphenylalanine 3-(carbobenzoxyamino)propylamide

Chemical Property:

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Technology Process of N-(4-phenylbutyryl)-L-prolyl-DL-α-methylphenylalanine 3-(carbobenzoxyamino)propylamide

There total 6 articles about N-(4-phenylbutyryl)-L-prolyl-DL-α-methylphenylalanine 3-(carbobenzoxyamino)propylamide 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: 27.0%

: 17400-34-9
(3-aminopropyl)carbamic acid benzyl ester hydrochloride

: 88105-49-1
N-(4-phenylbutyryl)-L-prolyl-DL-α-methylphenylalanine

: 86778-94-1
N-(4-phenylbutyryl)-L-prolyl-DL-α-methylphenylalanine 3-(carbobenzoxyamino)propylamide

Guidance literature:: With N-Ethylmaleimide; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In tetrahydrofuran; at 25 ℃; for 18h; pH 7.0-7.5;
DOI:10.1021/jm00369a017

Reference yield:

: 18496-54-3
phenylbutyric acid chloride

: 86778-94-1
N-(4-phenylbutyryl)-L-prolyl-DL-α-methylphenylalanine 3-(carbobenzoxyamino)propylamide

Guidance literature:: Multi-step reaction with 5 steps

1: 93 percent / pyridine / CH₂Cl₂ / 3 h / 25 °C

2: 79 percent / H₂ / 10percent Pd/C / ethanol / 3102.9 Torr

3: 85 percent / HOBt, NEM, DCC / tetrahydrofuran / pH 7.0-7.5

4: 89 percent / 2.5 N NaOH / methanol / 25 °C

5: 27 percent / HOBt, NEM, DCC / tetrahydrofuran / 18 h / 25 °C / pH 7.0-7.5

With pyridine; N-Ethylmaleimide; sodium hydroxide; hydrogen; benzotriazol-1-ol; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane;
DOI:10.1021/jm00369a017

Reference yield:

: 88105-73-1
N-(4-phenylbutyryl)-L-proline benzyl ester

: 86778-94-1
N-(4-phenylbutyryl)-L-prolyl-DL-α-methylphenylalanine 3-(carbobenzoxyamino)propylamide

Guidance literature:: Multi-step reaction with 4 steps

1: 79 percent / H₂ / 10percent Pd/C / ethanol / 3102.9 Torr

2: 85 percent / HOBt, NEM, DCC / tetrahydrofuran / pH 7.0-7.5

3: 89 percent / 2.5 N NaOH / methanol / 25 °C

4: 27 percent / HOBt, NEM, DCC / tetrahydrofuran / 18 h / 25 °C / pH 7.0-7.5

With N-Ethylmaleimide; sodium hydroxide; hydrogen; benzotriazol-1-ol; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol;
DOI:10.1021/jm00369a017