[(S)-1-(3-Aminomethyl-benzylcarbamoyl)-3-methyl-butyl]-carbamic acid tert-butyl ester

Base Information

• Chemical Name: [(S)-1-(3-Aminomethyl-benzylcarbamoyl)-3-methyl-butyl]-carbamic acid tert-butyl ester
• CAS No.: 112803-91-5
• Molecular Formula: C₁₉H₃₁N₃O₃
• Molecular Weight: 349.473

Synonyms:[(S)-1-(3-Aminomethyl-benzylcarbamoyl)-3-methyl-butyl]-carbamic acid tert-butyl ester

Chemical Property of [(S)-1-(3-Aminomethyl-benzylcarbamoyl)-3-methyl-butyl]-carbamic acid tert-butyl ester

Chemical Property:

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Technology Process of [(S)-1-(3-Aminomethyl-benzylcarbamoyl)-3-methyl-butyl]-carbamic acid tert-butyl ester

There total 1 articles about [(S)-1-(3-Aminomethyl-benzylcarbamoyl)-3-methyl-butyl]-carbamic acid tert-butyl 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:

1,3-di(aminomethyl)benzene (1477-55-0) + (S)-tert-butyl 1-(1H-imidazol-1-yl)-4-methyl-1-oxopentan-2-ylcarbamate (54430-65-8) → [(S)-1-(3-Aminomethyl-benzylcarbamoyl)-3-methyl-butyl]-carbamic acid tert-butyl ester (112803-91-5)

Guidance literature:

In dichloromethane; at 0 ℃; for 2h;

DOI:10.1021/jm00171a005

Reference yield:

[(S)-1-(3-Aminomethyl-benzylcarbamoyl)-3-methyl-butyl]-carbamic acid tert-butyl ester (112803-91-5) → (3S,4S)-3-Hydroxy-4-[2-(8-isobutyl-6-phenyl-[1,2,4]triazolo[4,3-a]pyrazin-3-yl)-3-pyridin-3-yl-propionylamino]-6-methyl-heptanoic acid [(S)-1-(3-aminomethyl-benzylcarbamoyl)-3-methyl-butyl]-amide (128972-42-9,129096-85-1)

Guidance literature:

Multi-step reaction with 6 steps

1: NaHCO₃ / acetone / 3 h / 0 °C

2: 4 M HCl / dioxane

3: 1-ethyl-3-<3-(dimethylamino)propyl>carbodiimide hydrochloridetriethylamine, 1-hydroxybenzotriazole hydrate / 18 h

4: 4 M HCl / dioxane

5: triethylamine, 1-hydroxybenzotriazole (HOBT), ethyl-3-<3-(dimethylamino)propyl>carbodiimide hydrochloride / dimethylformamide / 18 h / 20 °C

6: H₂ / 10percent Pd/C / ethanol / 1 h / 20 °C

With hydrogenchloride; hydrogen; sodium hydrogencarbonate; benzotriazol-1-ol; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; palladium on activated charcoal; In 1,4-dioxane; ethanol; N,N-dimethyl-formamide; acetone;

DOI:10.1021/jm00171a005

Reference yield:

[(S)-1-(3-Aminomethyl-benzylcarbamoyl)-3-methyl-butyl]-carbamic acid tert-butyl ester (112803-91-5) → (3S,4S)-5-Cyclohexyl-3-hydroxy-4-[2-(8-propyl-6-pyridin-3-yl-[1,2,4]triazolo[4,3-a]pyrazin-3-yl)-3-pyridin-3-yl-propionylamino]-pentanoic acid [(S)-1-(3-aminomethyl-benzylcarbamoyl)-3-methyl-butyl]-amide (128999-54-2)

Guidance literature:

Multi-step reaction with 6 steps

1: NaHCO₃ / acetone / 3 h / 0 °C

2: 4 M HCl / dioxane

3: 1-ethyl-3-<3-(dimethylamino)propyl>carbodiimide hydrochloridetriethylamine, 1-hydroxybenzotriazole hydrate / 18 h

4: 4 M HCl / dioxane

5: triethylamine, 1-hydroxybenzotriazole (HOBT), ethyl-3-<3-(dimethylamino)propyl>carbodiimide hydrochloride / dimethylformamide / 18 h / 20 °C

6: H₂ / 10percent Pd/C / ethanol / 1 h / 20 °C

With hydrogenchloride; hydrogen; sodium hydrogencarbonate; benzotriazol-1-ol; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; palladium on activated charcoal; In 1,4-dioxane; ethanol; N,N-dimethyl-formamide; acetone;

DOI:10.1021/jm00171a005

upstream raw materials:

1,3-di(aminomethyl)benzene

(S)-tert-butyl 1-(1H-imidazol-1-yl)-4-methyl-1-oxopentan-2-ylcarbamate

Downstream raw materials:

Boc-Leu-m-<<(benzyloxycarbonyl)amino>methyl>benzylamide

benzyl N-(m - L-leucylaminomethylbenzyl)carbamate

[(S)-1-((S)-2-{(S)-1-[3-(Benzyloxycarbonylamino-methyl)-benzylcarbamoyl]-3-methyl-butylcarbamoyl}-1-hydroxy-ethyl)-3-methyl-butyl]-carbamic acid tert-butyl ester

((1S,2S)-3-{(S)-1-[3-(Benzyloxycarbonylamino-methyl)-benzylcarbamoyl]-3-methyl-butylcarbamoyl}-1-cyclohexylmethyl-2-hydroxy-propyl)-carbamic acid tert-butyl ester

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