N-(p-methoxybenzyloxycarbonyl)-α-aminoisobutyryl-L-phenylalanyl-D-proline

Base Information

Chemical Name:N-(p-methoxybenzyloxycarbonyl)-α-aminoisobutyryl-L-phenylalanyl-D-proline
CAS No.:82113-03-9
Molecular Formula:C₂₇H₃₃N₃O₇
Molecular Weight:511.575
Hs Code.:

Synonyms:N-(p-methoxybenzyloxycarbonyl)-α-aminoisobutyryl-L-phenylalanyl-D-proline

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Chemical Property of N-(p-methoxybenzyloxycarbonyl)-α-aminoisobutyryl-L-phenylalanyl-D-proline

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Technology Process of N-(p-methoxybenzyloxycarbonyl)-α-aminoisobutyryl-L-phenylalanyl-D-proline

There total 7 articles about N-(p-methoxybenzyloxycarbonyl)-α-aminoisobutyryl-L-phenylalanyl-D-proline 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: 91.4%

: 82113-02-8
N-(p-methoxybenzyloxycarbonyl)-α-aminoisobutyryl-L-phenylalanyl-D-proline methyl ester

: 82113-03-9
N-(p-methoxybenzyloxycarbonyl)-α-aminoisobutyryl-L-phenylalanyl-D-proline

Guidance literature:: With sodium hydroxide;
DOI:10.1021/jo00136a033

Reference yield:

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

: 82113-03-9
N-(p-methoxybenzyloxycarbonyl)-α-aminoisobutyryl-L-phenylalanyl-D-proline

Guidance literature:: Multi-step reaction with 5 steps

1: N-(ethoxycarbonyl)-2-ethoxy-1,2-dihydroquinoline (EEDQ) / ethyl acetate / 3 h / 0 °C

2: 95 percent / 4 N HCl / dioxane / Ambient temperature

3: Et₃N / CH₂Cl₂ / 0 °C

4: dicyclohexylcarbodiimide (DCC), 1-hydroxybenzotriazole (HOBt) / CH₂Cl₂ / 4 h / 0 °C

5: 91.4 percent / 1 N aq. NaOH

With hydrogenchloride; sodium hydroxide; benzotriazol-1-ol; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; triethylamine; dicyclohexyl-carbodiimide; In 1,4-dioxane; dichloromethane; ethyl acetate;
DOI:10.1021/jo00136a033

Reference yield:

: 43041-12-9
methyl (2R)-pyrrolidine-2-carboxylate

: 82113-03-9
N-(p-methoxybenzyloxycarbonyl)-α-aminoisobutyryl-L-phenylalanyl-D-proline

Guidance literature:: Multi-step reaction with 5 steps

1: N-(ethoxycarbonyl)-2-ethoxy-1,2-dihydroquinoline (EEDQ) / ethyl acetate / 3 h / 0 °C

2: 95 percent / 4 N HCl / dioxane / Ambient temperature

3: Et₃N / CH₂Cl₂ / 0 °C

4: dicyclohexylcarbodiimide (DCC), 1-hydroxybenzotriazole (HOBt) / CH₂Cl₂ / 4 h / 0 °C

5: 91.4 percent / 1 N aq. NaOH

With hydrogenchloride; sodium hydroxide; benzotriazol-1-ol; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; triethylamine; dicyclohexyl-carbodiimide; In 1,4-dioxane; dichloromethane; ethyl acetate;
DOI:10.1021/jo00136a033