((1S)-1-{1-benzylcarbamoyl-1-[2-(tert-butyldiphenylsiloxy)ethyl]butylcarbamoyl}-2-phenylethyl)carbamic acid benzyl ester

Base Information

• Chemical Name: ((1S)-1-{1-benzylcarbamoyl-1-[2-(tert-butyldiphenylsiloxy)ethyl]butylcarbamoyl}-2-phenylethyl)carbamic acid benzyl ester
• CAS No.: 872983-45-4
• Molecular Formula: C₄₇H₅₅N₃O₅Si
• Molecular Weight: 770.056

Synonyms:((1S)-1-{1-benzylcarbamoyl-1-[2-(tert-butyldiphenylsiloxy)ethyl]butylcarbamoyl}-2-phenylethyl)carbamic acid benzyl ester

Chemical Property of ((1S)-1-{1-benzylcarbamoyl-1-[2-(tert-butyldiphenylsiloxy)ethyl]butylcarbamoyl}-2-phenylethyl)carbamic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

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Technology Process of ((1S)-1-{1-benzylcarbamoyl-1-[2-(tert-butyldiphenylsiloxy)ethyl]butylcarbamoyl}-2-phenylethyl)carbamic acid benzyl ester

There total 7 articles about ((1S)-1-{1-benzylcarbamoyl-1-[2-(tert-butyldiphenylsiloxy)ethyl]butylcarbamoyl}-2-phenylethyl)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:

2-amino-2-(2-hydroxy-ethyl)-pent-4-enoic acid (872983-37-4) → ((1S)-1-{1-benzylcarbamoyl-1-[2-(tert-butyldiphenylsiloxy)ethyl]butylcarbamoyl}-2-phenylethyl)carbamic acid benzyl ester (872983-45-4)

Guidance literature:

Multi-step reaction with 6 steps

1: H₂ / Pd-C / methanol / 14 h / 20 °C

2: 2.4 g / hydrochloric acid / 16 h / Heating

3: 1.8 g / 2-phenylbenzoxazole; ethyldiisopropylamine / CH₂Cl₂ / 0 °C

4: 1.8 g / lithium hydroxide / tetrahydrofuran; H₂O / 0 °C

5: 1.66 g / imidazole / CH₂Cl₂ / 0 °C

6: 1.5 g / 1-hydroxy-1H-benzotriazole; 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide HCl; triethylamine / CH₂Cl₂ / 0 °C

With 1H-imidazole; hydrogenchloride; lithium hydroxide; 2-phenylbenzo[d]oxazole; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water;

DOI:10.1016/j.bmc.2005.08.019

Reference yield:

C16H28NO4S(1+)*BF4(1-) → ((1S)-1-{1-benzylcarbamoyl-1-[2-(tert-butyldiphenylsiloxy)ethyl]butylcarbamoyl}-2-phenylethyl)carbamic acid benzyl ester (872983-45-4)

Guidance literature:

Multi-step reaction with 7 steps

1: sodium hydroxide / 16 h / Heating

2: H₂ / Pd-C / methanol / 14 h / 20 °C

3: 2.4 g / hydrochloric acid / 16 h / Heating

4: 1.8 g / 2-phenylbenzoxazole; ethyldiisopropylamine / CH₂Cl₂ / 0 °C

5: 1.8 g / lithium hydroxide / tetrahydrofuran; H₂O / 0 °C

6: 1.66 g / imidazole / CH₂Cl₂ / 0 °C

7: 1.5 g / 1-hydroxy-1H-benzotriazole; 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide HCl; triethylamine / CH₂Cl₂ / 0 °C

With 1H-imidazole; hydrogenchloride; lithium hydroxide; sodium hydroxide; 2-phenylbenzo[d]oxazole; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water;

DOI:10.1016/j.bmc.2005.08.019

Reference yield:

2-(2-benzyloxycarbonylamino-3-phenyl-propionylamino)-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-pentanoic acid + benzylamine (100-46-9) → ((1S)-1-{1-benzylcarbamoyl-1-[2-(tert-butyldiphenylsiloxy)ethyl]butylcarbamoyl}-2-phenylethyl)carbamic acid benzyl ester (872983-45-4)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; at 0 ℃;

DOI:10.1016/j.bmc.2005.08.019

upstream raw materials:

benzylamine

3-amino-3-propyldihydrofuran-2-one

2-amino-2-(2-hydroxy-ethyl)-pent-4-enoic acid

[(S)-1-(2-Oxo-3-propyl-tetrahydro-furan-3-ylcarbamoyl)-2-phenyl-ethyl]-carbamic acid benzyl ester

Downstream raw materials:

(4S)-4-((1S)-1-{1-benzylcarbamoyl-1-[2-(tert-butyldiphenylsiloxy)ethyl]butylcarbamoyl}-2-phenylethylcarbamoyl)-4-(benzyloxycarbonylamino)butyric acid benzyl ester

(3S)-N-((1S)-1-{1-benzylcarbamoyl-1-[2-(tert-butyldiphenylsiloxy)ethyl]butylcarbamoyl}-2-phenylethyl)-3-(benzyloxycarbonylamino)succinamic acid benzyl ester

[(1S)-1-((1S)-1-{1-benzylcarbamoyl-1-[2-(tert-butyldiphenylsiloxy)ethyl]butylcarbamoyl}-2-phenylethylcarbamoyl)-2,2-dimethylpropyl]carbamic acid benzyl ester

[(1S)-1-((1S)-1-{1-benzylcarbamoyl-1-[2-(tert-butyldiphenylsiloxy)ethyl]butylcarbamoyl}-2-phenylethylcarbamoyl)ethyl]carbamic acid benzyl ester

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