(tert-butyloxycarbonyl)-L-alanyl-α-aminoisobutyryl-L-phenylalanyl-D-proline methyl ester

Base Information

Chemical Name:(tert-butyloxycarbonyl)-L-alanyl-α-aminoisobutyryl-L-phenylalanyl-D-proline methyl ester
CAS No.:82113-18-6
Molecular Formula:C₂₇H₄₀N₄O₇
Molecular Weight:532.637
Hs Code.:

Synonyms:(tert-butyloxycarbonyl)-L-alanyl-α-aminoisobutyryl-L-phenylalanyl-D-proline methyl ester

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Chemical Property of (tert-butyloxycarbonyl)-L-alanyl-α-aminoisobutyryl-L-phenylalanyl-D-proline methyl ester

Chemical Property:

Purity/Quality:

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Technology Process of (tert-butyloxycarbonyl)-L-alanyl-α-aminoisobutyryl-L-phenylalanyl-D-proline methyl ester

There total 8 articles about (tert-butyloxycarbonyl)-L-alanyl-α-aminoisobutyryl-L-phenylalanyl-D-proline methyl 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:

: 72095-04-6
Boc-Ala-Aib-OH

: 183609-55-4
L-phenylalanyl-D-proline methyl ester

: 82113-18-6
(tert-butyloxycarbonyl)-L-alanyl-α-aminoisobutyryl-L-phenylalanyl-D-proline methyl ester

Guidance literature:: With 1-hydroxybenzotriazol-hydrate; dicyclohexyl-carbodiimide; In chloroform; N,N-dimethyl-formamide; at 0 ℃; for 2h; Yield given;
DOI:10.1021/jo00136a033

Reference yield:

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

: 82113-18-6
(tert-butyloxycarbonyl)-L-alanyl-α-aminoisobutyryl-L-phenylalanyl-D-proline methyl ester

Guidance literature:: Multi-step reaction with 4 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 monohydrate (HOBt) / CHCl₃; dimethylformamide / 2 h / 0 °C

With hydrogenchloride; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; 1-hydroxybenzotriazol-hydrate; triethylamine; dicyclohexyl-carbodiimide; In 1,4-dioxane; dichloromethane; chloroform; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jo00136a033

Reference yield:

: 72086-77-2
(tert-butyloxycarbonyl)-L-alanyl-α-aminoisobutyric acid methyl ester

: 82113-18-6
(tert-butyloxycarbonyl)-L-alanyl-α-aminoisobutyryl-L-phenylalanyl-D-proline methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 92 percent / 1 N NaOH / methanol

2: dicyclohexylcarbodiimide (DCC), 1-hydroxybenzotriazole monohydrate (HOBt) / CHCl₃; dimethylformamide / 2 h / 0 °C

With sodium hydroxide; 1-hydroxybenzotriazol-hydrate; dicyclohexyl-carbodiimide; In methanol; chloroform; N,N-dimethyl-formamide;
DOI:10.1021/jo00136a033