(3-isobutyl-7-methyl-2,5,6,9-tetraoxo-1,4,8-triazacyclotridec-10-yl)-carbamic acid benzyl ester

Base Information

Chemical Name:(3-isobutyl-7-methyl-2,5,6,9-tetraoxo-1,4,8-triazacyclotridec-10-yl)-carbamic acid benzyl ester
CAS No.:158221-48-8
Molecular Formula:C₂₃H₃₂N₄O₆
Molecular Weight:460.53
Hs Code.:

Synonyms:(3-isobutyl-7-methyl-2,5,6,9-tetraoxo-1,4,8-triazacyclotridec-10-yl)-carbamic acid benzyl ester

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Chemical Property of (3-isobutyl-7-methyl-2,5,6,9-tetraoxo-1,4,8-triazacyclotridec-10-yl)-carbamic acid benzyl ester

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Technology Process of (3-isobutyl-7-methyl-2,5,6,9-tetraoxo-1,4,8-triazacyclotridec-10-yl)-carbamic acid benzyl ester

There total 10 articles about (3-isobutyl-7-methyl-2,5,6,9-tetraoxo-1,4,8-triazacyclotridec-10-yl)-carbamic acid benzyl 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:

: 21691-53-2
L-leucine tert-butyl ester

: 158221-48-8
(3-isobutyl-7-methyl-2,5,6,9-tetraoxo-1,4,8-triazacyclotridec-10-yl)-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: CH₂Cl₂ / 1 h / -78 °C

1.2: 7.9877 g / AgNO₃ / tetrahydrofuran; H₂O / 24 h / 20 °C

2.1: H₂ / Pd/C / CH₂Cl₂ / 0.67 h / 20 °C

3.1: 0.1791 g / HOBt; EDCI / CH₂Cl₂ / 2.5 h / 20 °C

4.1: CH₂Cl₂ / 1.5 h / 20 °C

5.1: 2.2192 g / diphenylphosphoryl azide; NaHCO₃ / dimethylformamide / 40 h / -15 °C

With diphenylphosphoranyl azide; hydrogen; sodium hydrogencarbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(03)00860-3

Reference yield:

: 199467-17-9
2-(3-benzyloxycarbonylamino-2-oxobutyrylamino)-4-methylpentanoic acid tert-butyl ester

: 158221-48-8
(3-isobutyl-7-methyl-2,5,6,9-tetraoxo-1,4,8-triazacyclotridec-10-yl)-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: H₂ / Pd/C / CH₂Cl₂ / 0.67 h / 20 °C

2: 0.1791 g / HOBt; EDCI / CH₂Cl₂ / 2.5 h / 20 °C

3: CH₂Cl₂ / 1.5 h / 20 °C

4: 2.2192 g / diphenylphosphoryl azide; NaHCO₃ / dimethylformamide / 40 h / -15 °C

With diphenylphosphoranyl azide; hydrogen; sodium hydrogencarbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(03)00860-3

Reference yield:

: (S)-2-[(S)-3-((S)-5-Amino-2-benzyloxycarbonylamino-pentanoylamino)-2-oxo-butyrylamino]-4-methyl-pentanoic acid tert-butyl ester; compound with trifluoro-acetic acid

: 158221-48-8
(3-isobutyl-7-methyl-2,5,6,9-tetraoxo-1,4,8-triazacyclotridec-10-yl)-carbamic acid benzyl ester

Guidance literature:: With diphenyl-phosphinic acid; sodium hydrogencarbonate; In N,N-dimethyl-formamide; at -15 ℃; for 40h; Yield given;
DOI:10.1021/jo9718253