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

Base Information

• Chemical Name: (R)-(3-Bromo-4-methoxy-phenyl)-{[(R)-2-tert-butoxycarbonylamino-2-(3,5-dihydroxy-4-methoxy-phenyl)-ethyl]-methoxycarbonyl-amino}-acetic acid methyl ester
• CAS No.: 881392-53-6
• Molecular Formula: C₂₆H₃₃BrN₂O₁₀
• Molecular Weight: 613.459
• Mol file: 881392-53-6.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 5 articles about (R)-(3-Bromo-4-methoxy-phenyl)-{[(R)-2-tert-butoxycarbonylamino-2-(3,5-dihydroxy-4-methoxy-phenyl)-ethyl]-methoxycarbonyl-amino}-acetic 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: 98.0%

(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) → (R)-(3-Bromo-4-methoxy-phenyl)-{[(R)-2-tert-butoxycarbonylamino-2-(3,5-dihydroxy-4-methoxy-phenyl)-ethyl]-methoxycarbonyl-amino}-acetic acid methyl ester (881392-53-6)

Guidance literature:

With hydrogen; nickel; In methanol; at 0 ℃; for 5h;

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) → (R)-(3-Bromo-4-methoxy-phenyl)-{[(R)-2-tert-butoxycarbonylamino-2-(3,5-dihydroxy-4-methoxy-phenyl)-ethyl]-methoxycarbonyl-amino}-acetic acid methyl ester (881392-53-6)

Guidance literature:

Multi-step reaction with 3 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

With 3 A molecular sieve; hydrogen; potassium carbonate; nickel; In tetrahydrofuran; methanol;

DOI:10.1021/ja0572912

Reference yield:

(R)-[(R)-2-(3,5-Bis-benzyloxy-4-methoxy-phenyl)-2-tert-butoxycarbonylamino-ethylamino]-(3-bromo-4-methoxy-phenyl)-acetic acid methyl ester (881392-50-3) → (R)-(3-Bromo-4-methoxy-phenyl)-{[(R)-2-tert-butoxycarbonylamino-2-(3,5-dihydroxy-4-methoxy-phenyl)-ethyl]-methoxycarbonyl-amino}-acetic acid methyl ester (881392-53-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / K₂CO₃ / tetrahydrofuran / 18 h / 25 °C

2: 98 percent / H₂ / Raney-Ni / methanol / 5 h / 0 °C

With hydrogen; potassium carbonate; nickel; In tetrahydrofuran; methanol;

DOI:10.1021/ja0572912

upstream raw materials:

(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

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

(R)-[(R)-2-(3,5-Bis-benzyloxy-4-methoxy-phenyl)-2-tert-butoxycarbonylamino-ethylamino]-(3-bromo-4-methoxy-phenyl)-acetic acid methyl ester

(R)-Amino-(3-bromo-4-methoxy-phenyl)-acetic acid methyl ester

Downstream raw materials:

C₅₇H₆₇ClN₄O₁₉

C₄₈H₅₉ClN₄O₁₇

C₄₉H₆₁ClN₄O₁₇

(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