Glycine, (2R)-2-(3,5-dihydroxy-4-methoxyphenyl)-N-[(1,1-dimethylethoxy)carbon yl]glycyl-2-(3-bromo-4-methoxyphenyl)-, (2R)-

Base Information

• Chemical Name: Glycine, (2R)-2-(3,5-dihydroxy-4-methoxyphenyl)-N-[(1,1-dimethylethoxy)carbon yl]glycyl-2-(3-bromo-4-methoxyphenyl)-, (2R)-
• CAS No.: 192328-56-6
• Molecular Formula: C23H27BrN2O9
• Molecular Weight: 555.379
• Mol file: 192328-56-6.mol

Synonyms:

Chemical Property of Glycine, (2R)-2-(3,5-dihydroxy-4-methoxyphenyl)-N-[(1,1-dimethylethoxy)carbon yl]glycyl-2-(3-bromo-4-methoxyphenyl)-, (2R)-

Chemical Property:

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Glycine, (2R)-2-(3,5-dihydroxy-4-methoxyphenyl)-N-[(1,1-dimethylethoxy)carbon yl]glycyl-2-(3-bromo-4-methoxyphenyl)-, (2R)-

There total 5 articles about Glycine, (2R)-2-(3,5-dihydroxy-4-methoxyphenyl)-N-[(1,1-dimethylethoxy)carbon yl]glycyl-2-(3-bromo-4-methoxyphenyl)-, (2R)- 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: 40.0%

(R)-(3-Bromo-4-methoxy-phenyl)-[(R)-2-tert-butoxycarbonylamino-2-(3,5-dihydroxy-4-methoxy-phenyl)-acetylamino]-acetic acid methyl ester (192328-54-4) → (R)-(3-Bromo-4-methoxy-phenyl)-[(R)-2-tert-butoxycarbonylamino-2-(3,5-dihydroxy-4-methoxy-phenyl)-acetylamino]-acetic acid (192328-56-6)

Guidance literature:

With di(n-butyl)tin oxide;

DOI:10.1021/jo970560p

Reference yield:

(2R)-2-(3-bromo-4-hydroxyphenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]acetic acid (139517-62-7) → (R)-(3-Bromo-4-methoxy-phenyl)-[(R)-2-tert-butoxycarbonylamino-2-(3,5-dihydroxy-4-methoxy-phenyl)-acetylamino]-acetic acid (192328-56-6)

Guidance literature:

Multi-step reaction with 5 steps

1: 70 percent / NaH / tetrahydrofuran; dimethylformamide / 0.25 h / 0 °C

2: 100 percent / benzene; methanol / 80 °C

3: 90 percent / TFA / CH₂Cl₂ / 1.3 h / 0 - 25 °C

4: 80 percent / HOBt, EDCI / dimethylformamide / 25 °C

5: 40 percent / Bu₂SnO

With sodium hydride; di(n-butyl)tin oxide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; benzene;

DOI:10.1021/jo970560p

Reference yield:

(R)-Amino-(3-bromo-4-methoxy-phenyl)-acetic acid methyl ester (192328-48-6) → (R)-(3-Bromo-4-methoxy-phenyl)-[(R)-2-tert-butoxycarbonylamino-2-(3,5-dihydroxy-4-methoxy-phenyl)-acetylamino]-acetic acid (192328-56-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / HOBt, EDCI / dimethylformamide / 25 °C

2: 40 percent / Bu₂SnO

With di(n-butyl)tin oxide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide;

DOI:10.1021/jo970560p

upstream raw materials:

(R)-(3-Bromo-4-methoxy-phenyl)-[(R)-2-tert-butoxycarbonylamino-2-(3,5-dihydroxy-4-methoxy-phenyl)-acetylamino]-acetic acid methyl ester

(2R)-2-(3-bromo-4-hydroxyphenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]acetic acid

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

(R)-(3-Bromo-4-methoxy-phenyl)-tert-butoxycarbonylamino-acetic acid

Downstream raw materials:

C₃₉H₄₉BrN₄O₁₃Si

C₃₉H₄₉BrClN₃O₁₁Si

C₃₉H₅₀BrN₃O₁₁Si

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