(2S,3R)-2-[(R)-2-Amino-2-(4-methoxy-phenyl)-acetylamino]-3-[2-(tert-butyl-dimethyl-silanyloxy)-3-chloro-4-hydroxy-phenyl]-3-triisopropylsilanyloxy-propionic acid ethyl ester

Base Information

• Chemical Name: (2S,3R)-2-[(R)-2-Amino-2-(4-methoxy-phenyl)-acetylamino]-3-[2-(tert-butyl-dimethyl-silanyloxy)-3-chloro-4-hydroxy-phenyl]-3-triisopropylsilanyloxy-propionic acid ethyl ester
• CAS No.: 467427-46-9
• Molecular Formula: C₃₅H₅₇ClN₂O₇Si₂
• Molecular Weight: 709.471
• Mol file: 467427-46-9.mol

Synonyms:(2S,3R)-2-[(R)-2-Amino-2-(4-methoxy-phenyl)-acetylamino]-3-[2-(tert-butyl-dimethyl-silanyloxy)-3-chloro-4-hydroxy-phenyl]-3-triisopropylsilanyloxy-propionic acid ethyl ester

Chemical Property of (2S,3R)-2-[(R)-2-Amino-2-(4-methoxy-phenyl)-acetylamino]-3-[2-(tert-butyl-dimethyl-silanyloxy)-3-chloro-4-hydroxy-phenyl]-3-triisopropylsilanyloxy-propionic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3R)-2-[(R)-2-Amino-2-(4-methoxy-phenyl)-acetylamino]-3-[2-(tert-butyl-dimethyl-silanyloxy)-3-chloro-4-hydroxy-phenyl]-3-triisopropylsilanyloxy-propionic acid ethyl ester

There total 11 articles about (2S,3R)-2-[(R)-2-Amino-2-(4-methoxy-phenyl)-acetylamino]-3-[2-(tert-butyl-dimethyl-silanyloxy)-3-chloro-4-hydroxy-phenyl]-3-triisopropylsilanyloxy-propionic acid ethyl 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-[2-tert-butoxycarbonylamino-2-(4-methoxy-phenyl)-acetylamino]-3-[2-(tert-butyl-dimethyl-silanyloxy)-3-chloro-4-hydroxy-phenyl]-3-triisopropylsilanyloxy-propionic acid ethyl ester (467427-45-8) → (2S,3R)-2-[(R)-2-Amino-2-(4-methoxy-phenyl)-acetylamino]-3-[2-(tert-butyl-dimethyl-silanyloxy)-3-chloro-4-hydroxy-phenyl]-3-triisopropylsilanyloxy-propionic acid ethyl ester (467427-46-9)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 0 ℃; for 0.5h;

DOI:10.1021/ja020736r

Reference yield:

triisopropylsilyl chloride (13154-24-0) → (2S,3R)-2-[(R)-2-Amino-2-(4-methoxy-phenyl)-acetylamino]-3-[2-(tert-butyl-dimethyl-silanyloxy)-3-chloro-4-hydroxy-phenyl]-3-triisopropylsilanyloxy-propionic acid ethyl ester (467427-46-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 78 percent / imidazole / dimethylformamide / 18 h / 22 °C

2: 99 percent / H₂ / Pd(OH)2/C / ethanol / 2 h / 25 °C

3: TFA / CH₂Cl₂ / 0.5 h / 0 °C

With 1H-imidazole; hydrogen; trifluoroacetic acid; palladium dihydroxide; In ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ja020736r

Reference yield:

t-butyldimethylsiyl triflate (69739-34-0) → (2S,3R)-2-[(R)-2-Amino-2-(4-methoxy-phenyl)-acetylamino]-3-[2-(tert-butyl-dimethyl-silanyloxy)-3-chloro-4-hydroxy-phenyl]-3-triisopropylsilanyloxy-propionic acid ethyl ester (467427-46-9)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 100 percent / Et₃N / dimethylformamide / 0.5 h / 22 °C

2.1: KHMDS / tetrahydrofuran; toluene / 0.5 h / -78 °C

2.2: 18 percent / tetrahydrofuran; toluene / 0.5 h / -78 °C

3.1: 27 percent / HOAt; EDC / tetrahydrofuran / 2 h / 0 °C

4.1: 78 percent / imidazole / dimethylformamide / 18 h / 22 °C

5.1: 99 percent / H₂ / Pd(OH)2/C / ethanol / 2 h / 25 °C

6.1: TFA / CH₂Cl₂ / 0.5 h / 0 °C

With 1H-imidazole; 1-hydroxy-7-aza-benzotriazole; hydrogen; potassium hexamethylsilazane; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; trifluoroacetic acid; palladium dihydroxide; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1021/ja020736r

upstream raw materials:

2-[2-tert-butoxycarbonylamino-2-(4-methoxy-phenyl)-acetylamino]-3-[2-(tert-butyl-dimethyl-silanyloxy)-3-chloro-4-hydroxy-phenyl]-3-triisopropylsilanyloxy-propionic acid ethyl ester

triisopropylsilyl chloride

(R)-tert-butoxycarbonylamino-[4-methoxy-phenyl]-acetic acid

t-butyldimethylsiyl triflate

Downstream raw materials:

2-[2-{2-tert-butoxycarbonylamino-2-[3,5-dibromo-4-(pyrrolidin-1-ylazo)-phenyl]-acetylamino}-2-(4-methoxy-phenyl)-acetylamino]-3-[2-(tert-butyl-dimethyl-silanyloxy)-3-chloro-4-hydroxy-phenyl]-3-triisopropylsilanyloxy-propionic acid ethyl ester