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

Base Information

• Chemical Name: 3-[4-benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-3-chloro-phenyl]-2-[2-tert-butoxycarbonylamino-2-(4-methoxy-phenyl)-acetylamino]-3-triisopropylsilanyloxy-propionic acid ethyl ester
• CAS No.: 467427-49-2
• Molecular Formula: C₄₇H₇₁ClN₂O₉Si₂
• Molecular Weight: 899.713
• Mol file: 467427-49-2.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 8 articles about 3-[4-benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-3-chloro-phenyl]-2-[2-tert-butoxycarbonylamino-2-(4-methoxy-phenyl)-acetylamino]-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:

3-[4-benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-3-chloro-phenyl]-2-[2-tert-butoxycarbonylamino-2-(4-methoxy-phenyl)-acetylamino]-3-hydroxy-propionic acid ethyl ester + triisopropylsilyl chloride (13154-24-0) → 3-[4-benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-3-chloro-phenyl]-2-[2-tert-butoxycarbonylamino-2-(4-methoxy-phenyl)-acetylamino]-3-triisopropylsilanyloxy-propionic acid ethyl ester + 3-[4-benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-3-chloro-phenyl]-2-[2-tert-butoxycarbonylamino-2-(4-methoxy-phenyl)-acetylamino]-3-triisopropylsilanyloxy-propionic acid ethyl ester (467427-49-2)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 22 ℃; for 72h;

DOI:10.1021/ja020736r

Reference yield:

t-butyldimethylsiyl triflate (69739-34-0) → 3-[4-benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-3-chloro-phenyl]-2-[2-tert-butoxycarbonylamino-2-(4-methoxy-phenyl)-acetylamino]-3-triisopropylsilanyloxy-propionic acid ethyl ester (467427-49-2)

Guidance literature:

Multi-step reaction with 4 steps

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

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

2.2: 39 percent / tetrahydrofuran; toluene / 0.5 h / -78 °C

3.1: HOAt; EDC / tetrahydrofuran / 1.5 h / 0 °C

4.1: imidazole / dimethylformamide / 72 h / 22 °C

With 1H-imidazole; 1-hydroxy-7-aza-benzotriazole; potassium hexamethylsilazane; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide; toluene;

DOI:10.1021/ja020736r

Reference yield:

benzyl bromide (100-39-0) → 3-[4-benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-3-chloro-phenyl]-2-[2-tert-butoxycarbonylamino-2-(4-methoxy-phenyl)-acetylamino]-3-triisopropylsilanyloxy-propionic acid ethyl ester (467427-49-2)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 60 percent / NaHCO₃; KI / acetonitrile / 48 h / 60 °C

2.1: 100 percent / Et₃N / dimethylformamide / 0.5 h / 22 °C

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

3.2: 39 percent / tetrahydrofuran; toluene / 0.5 h / -78 °C

4.1: HOAt; EDC / tetrahydrofuran / 1.5 h / 0 °C

5.1: imidazole / dimethylformamide / 72 h / 22 °C

With 1H-imidazole; 1-hydroxy-7-aza-benzotriazole; potassium hexamethylsilazane; sodium hydrogencarbonate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; potassium iodide; In tetrahydrofuran; N,N-dimethyl-formamide; toluene; acetonitrile;

DOI:10.1021/ja020736r

upstream raw materials:

triisopropylsilyl chloride

t-butyldimethylsiyl triflate

benzyl bromide

3-chloro-2,4-dihydroxylbenzaldehyde

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

(2S,3S)-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

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