Carbamic acid, [(1S)-3-methyl-1-[[[(1S)-1-[(phenylmethoxy)methyl]-2-[4-(phenylmethoxy) phenyl]ethyl]amino]carbonyl]butyl]-, 1,1-dimethylethyl ester

Base Information

• Chemical Name: Carbamic acid, [(1S)-3-methyl-1-[[[(1S)-1-[(phenylmethoxy)methyl]-2-[4-(phenylmethoxy) phenyl]ethyl]amino]carbonyl]butyl]-, 1,1-dimethylethyl ester
• CAS No.: 402832-95-5
• Molecular Formula: C₃₄H₄₄N₂O₅
• Molecular Weight: 560.734

Synonyms:

Chemical Property of Carbamic acid, [(1S)-3-methyl-1-[[[(1S)-1-[(phenylmethoxy)methyl]-2-[4-(phenylmethoxy) phenyl]ethyl]amino]carbonyl]butyl]-, 1,1-dimethylethyl ester

Chemical Property:

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Technology Process of Carbamic acid, [(1S)-3-methyl-1-[[[(1S)-1-[(phenylmethoxy)methyl]-2-[4-(phenylmethoxy) phenyl]ethyl]amino]carbonyl]butyl]-, 1,1-dimethylethyl ester

There total 4 articles about Carbamic acid, [(1S)-3-methyl-1-[[[(1S)-1-[(phenylmethoxy)methyl]-2-[4-(phenylmethoxy) phenyl]ethyl]amino]carbonyl]butyl]-, 1,1-dimethylethyl 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:

N-tert-butoxycarbonyl-L-leucine (13139-15-6,53296-34-7) + (S)-1-Benzyloxymethyl-2-(4-benzyloxy-phenyl)-ethylamine (1026423-88-0) → {(S)-1-[(S)-1-Benzyloxymethyl-2-(4-benzyloxy-phenyl)-ethylcarbamoyl]-3-methyl-butyl}-carbamic acid tert-butyl ester (402832-95-5)

Guidance literature:

With 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; at 20 ℃; for 18h;

DOI:10.7164/antibiotics.54.1004

Reference yield:

(S)-tyrosinol hydrochloride (87745-27-5,40829-04-7) → {(S)-1-[(S)-1-Benzyloxymethyl-2-(4-benzyloxy-phenyl)-ethylcarbamoyl]-3-methyl-butyl}-carbamic acid tert-butyl ester (402832-95-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 70 percent / NaOH / dioxane / 3 h / 20 °C

2.1: NaH / dimethylformamide / 0.17 h / 0 °C

2.2: 74 percent / dimethylformamide / 5 h / 20 °C

3.1: trifluoroacetic acid / CH₂Cl₂ / 1 h / 20 °C

4.1: 3.89 g / Et₃N; 1-hydroxybenzotriazole hydrate; water soluble carbodiimide hydrochloride / CH₂Cl₂ / 18 h / 20 °C

With sodium hydroxide; sodium hydride; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.7164/antibiotics.54.1004

Reference yield:

N-(tert-butyloxycarbonyl)-L-tyrosinol (83345-46-4,282100-80-5) → {(S)-1-[(S)-1-Benzyloxymethyl-2-(4-benzyloxy-phenyl)-ethylcarbamoyl]-3-methyl-butyl}-carbamic acid tert-butyl ester (402832-95-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: NaH / dimethylformamide / 0.17 h / 0 °C

1.2: 74 percent / dimethylformamide / 5 h / 20 °C

2.1: trifluoroacetic acid / CH₂Cl₂ / 1 h / 20 °C

3.1: 3.89 g / Et₃N; 1-hydroxybenzotriazole hydrate; water soluble carbodiimide hydrochloride / CH₂Cl₂ / 18 h / 20 °C

With sodium hydride; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.7164/antibiotics.54.1004

upstream raw materials:

N-tert-butoxycarbonyl-L-leucine

(S)-1-Benzyloxymethyl-2-(4-benzyloxy-phenyl)-ethylamine

(S)-tyrosinol hydrochloride

N-(tert-butyloxycarbonyl)-L-tyrosinol

Downstream raw materials:

(S)-2-[(S)-3-(4-Benzyloxy-phenyl)-2-butyrylamino-propionylamino]-4-methyl-pentanoic acid [(S)-1-benzyloxymethyl-2-(4-benzyloxy-phenyl)-ethyl]-amide

[(S)-1-{(S)-1-[(S)-1-Benzyloxymethyl-2-(4-benzyloxy-phenyl)-ethylcarbamoyl]-3-methyl-butylcarbamoyl}-2-(4-benzyloxy-phenyl)-ethyl]-carbamic acid tert-butyl ester

n-butyryl-L-tyrosyl-L-leucyl-D-tyrosynol

n-butyryl-L-tyrosyl-L-leucyl-L-tyrosynol

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