(2S,3R)-2-((R)-2-(3-Bromo-4-methoxy-phenyl)-2-{[(R)-2-tert-butoxycarbonylamino-2-(3,5-dihydroxy-4-methoxy-phenyl)-ethyl]-methoxycarbonyl-amino}-acetylamino)-3-(tert-butyl-dimethyl-silanyloxy)-3-(4-fluoro-3-nitro-phenyl)-propionic acid methyl ester

Base Information

• Chemical Name: (2S,3R)-2-((R)-2-(3-Bromo-4-methoxy-phenyl)-2-{[(R)-2-tert-butoxycarbonylamino-2-(3,5-dihydroxy-4-methoxy-phenyl)-ethyl]-methoxycarbonyl-amino}-acetylamino)-3-(tert-butyl-dimethyl-silanyloxy)-3-(4-fluoro-3-nitro-phenyl)-propionic acid methyl ester
• CAS No.: 881392-56-9
• Molecular Formula: C₄₁H₅₄BrFN₄O₁₄Si
• Molecular Weight: 953.886
• Mol file: 881392-56-9.mol

Synonyms:(2S,3R)-2-((R)-2-(3-Bromo-4-methoxy-phenyl)-2-{[(R)-2-tert-butoxycarbonylamino-2-(3,5-dihydroxy-4-methoxy-phenyl)-ethyl]-methoxycarbonyl-amino}-acetylamino)-3-(tert-butyl-dimethyl-silanyloxy)-3-(4-fluoro-3-nitro-phenyl)-propionic acid methyl ester

Chemical Property of (2S,3R)-2-((R)-2-(3-Bromo-4-methoxy-phenyl)-2-{[(R)-2-tert-butoxycarbonylamino-2-(3,5-dihydroxy-4-methoxy-phenyl)-ethyl]-methoxycarbonyl-amino}-acetylamino)-3-(tert-butyl-dimethyl-silanyloxy)-3-(4-fluoro-3-nitro-phenyl)-propionic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3R)-2-((R)-2-(3-Bromo-4-methoxy-phenyl)-2-{[(R)-2-tert-butoxycarbonylamino-2-(3,5-dihydroxy-4-methoxy-phenyl)-ethyl]-methoxycarbonyl-amino}-acetylamino)-3-(tert-butyl-dimethyl-silanyloxy)-3-(4-fluoro-3-nitro-phenyl)-propionic acid methyl ester

There total 7 articles about (2S,3R)-2-((R)-2-(3-Bromo-4-methoxy-phenyl)-2-{[(R)-2-tert-butoxycarbonylamino-2-(3,5-dihydroxy-4-methoxy-phenyl)-ethyl]-methoxycarbonyl-amino}-acetylamino)-3-(tert-butyl-dimethyl-silanyloxy)-3-(4-fluoro-3-nitro-phenyl)-propionic acid methyl 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: 70.0%

(R)-(3-Bromo-4-methoxy-phenyl)-{[(R)-2-tert-butoxycarbonylamino-2-(3,5-dihydroxy-4-methoxy-phenyl)-ethyl]-methoxycarbonyl-amino}-acetic acid (881392-54-7) + methyl (2S,3R)-2-amino-3-[(4-fluoro-3-nitro)phenyl]-3-[(tert-butyldimethylsilyl)oxy]propionate (174146-43-1) → (2S,3R)-2-((R)-2-(3-Bromo-4-methoxy-phenyl)-2-{[(R)-2-tert-butoxycarbonylamino-2-(3,5-dihydroxy-4-methoxy-phenyl)-ethyl]-methoxycarbonyl-amino}-acetylamino)-3-(tert-butyl-dimethyl-silanyloxy)-3-(4-fluoro-3-nitro-phenyl)-propionic acid methyl ester (881392-56-9)

Guidance literature:

With sodium hydrogencarbonate; 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one; In N,N-dimethyl-formamide; at 0 - 25 ℃; for 8h;

DOI:10.1021/ja0572912

Reference yield:

(R)-{[(R)-2-(3,5-Bis-benzyloxy-4-methoxy-phenyl)-2-tert-butoxycarbonylamino-ethyl]-methoxycarbonyl-amino}-(3-bromo-4-methoxy-phenyl)-acetic acid methyl ester (881392-52-5) → (2S,3R)-2-((R)-2-(3-Bromo-4-methoxy-phenyl)-2-{[(R)-2-tert-butoxycarbonylamino-2-(3,5-dihydroxy-4-methoxy-phenyl)-ethyl]-methoxycarbonyl-amino}-acetylamino)-3-(tert-butyl-dimethyl-silanyloxy)-3-(4-fluoro-3-nitro-phenyl)-propionic acid methyl ester (881392-56-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 98 percent / H₂ / Raney-Ni / methanol / 5 h / 0 °C

2: 100 percent / aq. LiOH / tetrahydrofuran / 2 h / 0 °C

3: 70 percent / NaHCO₃; DEPBT / dimethylformamide / 8 h / 0 - 25 °C

With lithium hydroxide; hydrogen; sodium hydrogencarbonate; 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one; nickel; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

DOI:10.1021/ja0572912

Reference yield:

[1-(3,5-bis-benzyloxy-4-methoxy-phenyl)-2-oxo-ethyl]-carbamic acid tert-butyl ester (881392-49-0) → (2S,3R)-2-((R)-2-(3-Bromo-4-methoxy-phenyl)-2-{[(R)-2-tert-butoxycarbonylamino-2-(3,5-dihydroxy-4-methoxy-phenyl)-ethyl]-methoxycarbonyl-amino}-acetylamino)-3-(tert-butyl-dimethyl-silanyloxy)-3-(4-fluoro-3-nitro-phenyl)-propionic acid methyl ester (881392-56-9)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 3 Angstroem molecular sieves / methanol / 1 h / 0 °C

1.2: 19.40 g / NaBCNH₃; AcOH / methanol / 48 h / -20 °C / pH 6

2.1: 85 percent / K₂CO₃ / tetrahydrofuran / 18 h / 25 °C

3.1: 98 percent / H₂ / Raney-Ni / methanol / 5 h / 0 °C

4.1: 100 percent / aq. LiOH / tetrahydrofuran / 2 h / 0 °C

5.1: 70 percent / NaHCO₃; DEPBT / dimethylformamide / 8 h / 0 - 25 °C

With lithium hydroxide; 3 A molecular sieve; hydrogen; sodium hydrogencarbonate; potassium carbonate; 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one; nickel; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

DOI:10.1021/ja0572912

upstream raw materials:

(R)-(3-Bromo-4-methoxy-phenyl)-{[(R)-2-tert-butoxycarbonylamino-2-(3,5-dihydroxy-4-methoxy-phenyl)-ethyl]-methoxycarbonyl-amino}-acetic acid

methyl (2S,3R)-2-amino-3-[(4-fluoro-3-nitro)phenyl]-3-[(tert-butyldimethylsilyl)oxy]propionate

[1-(3,5-bis-benzyloxy-4-methoxy-phenyl)-2-oxo-ethyl]-carbamic acid tert-butyl ester

(R)-(3-Bromo-4-methoxy-phenyl)-{[(R)-2-tert-butoxycarbonylamino-2-(3,5-dihydroxy-4-methoxy-phenyl)-ethyl]-methoxycarbonyl-amino}-acetic acid methyl ester

Downstream raw materials:

C₄₉H₆₁ClN₄O₁₇

C₄₁H₅₅BrN₄O₁₂Si

C₄₁H₅₃BrClN₃O₁₂Si

C₄₁H₅₃BrN₄O₁₄Si