(2R,3R)-3-(3-Amino-2,5-dimethoxy-phenyl)-3-methoxy-2-methyl-propionic acid methyl ester

Base Information

• Chemical Name: (2R,3R)-3-(3-Amino-2,5-dimethoxy-phenyl)-3-methoxy-2-methyl-propionic acid methyl ester
• CAS No.: 128836-48-6
• Molecular Formula: C₁₄H₂₁NO₅
• Molecular Weight: 283.324
• Mol file: 128836-48-6.mol

Synonyms:(2R,3R)-3-(3-Amino-2,5-dimethoxy-phenyl)-3-methoxy-2-methyl-propionic acid methyl ester

Chemical Property of (2R,3R)-3-(3-Amino-2,5-dimethoxy-phenyl)-3-methoxy-2-methyl-propionic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3R)-3-(3-Amino-2,5-dimethoxy-phenyl)-3-methoxy-2-methyl-propionic acid methyl ester

There total 6 articles about (2R,3R)-3-(3-Amino-2,5-dimethoxy-phenyl)-3-methoxy-2-methyl-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: 100.0%

(2R,3R)-3-(2,5-Dimethoxy-3-nitro-phenyl)-3-methoxy-2-methyl-propionic acid methyl ester (122911-29-9) → (2R,3R)-3-(3-Amino-2,5-dimethoxy-phenyl)-3-methoxy-2-methyl-propionic acid methyl ester (128836-48-6)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; for 2.5h; under 760 Torr;

Reference yield:

(2R,3R)-3-(2,5-Dimethoxy-3-nitro-phenyl)-3-methoxy-2-methyl-propionic acid methyl ester (122911-29-9) → (2R,3R)-3-(3-Amino-2,5-dimethoxy-phenyl)-3-methoxy-2-methyl-propionic acid methyl ester (128836-48-6)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; for 2.5h; under 760 Torr; Ambient temperature;

DOI:10.1039/P19900000047

Reference yield:

2,5-dimethoxy-3-nitrobenzaldehyde (74422-90-5) → (2R,3R)-3-(3-Amino-2,5-dimethoxy-phenyl)-3-methoxy-2-methyl-propionic acid methyl ester (128836-48-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) Et₂BOTf, Et₃N / 1.) CH₂Cl₂, -2 deg C, 1 h, 2.) 0.5 h, -78 deg C; 1 h, 0 deg C

2: 97 percent / NaOMe / methanol; CH₂Cl₂ / 0.25 h / -17 °C

3: 90 percent / NaH / tetrahydrofuran; dimethylformamide / 16 h / -5 °C

4: 100 percent / H₂ / 10percent Pd-C / ethanol / 2.5 h / 760 Torr

With hydrogen; sodium methylate; sodium hydride; triethylamine; diethylboron trifluoromethanesulfonate; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

(2R,3R)-3-(2,5-Dimethoxy-3-nitro-phenyl)-3-methoxy-2-methyl-propionic acid methyl ester

(2R,3R)-3-(2,5-Dimethoxy-3-nitro-phenyl)-3-hydroxy-2-methyl-propionic acid methyl ester

2,5-dimethoxy-3-nitrobenzaldehyde

(4R,5S)-3-<(2R,3R)-3-(2,5-Dimethoxy-3-nitrophenyl)-3-hydroxy-2-methylpropanoyl>-4-methyl-5-phenyl-2-oxazolidinone

Downstream raw materials:

(E)-(4S,5R)-5-[3-(2,5-Dimethyl-pyrrol-1-yl)-2,5-dimethoxy-phenyl]-5-methoxy-4-methyl-pent-2-enoic acid methyl ester

(4S,5R)-5-[3-(2,5-Dimethyl-pyrrol-1-yl)-2,5-dimethoxy-phenyl]-5-methoxy-4-methyl-pentanoic acid methyl ester

(4S,5R)-5-[3-(2,5-Dimethyl-pyrrol-1-yl)-2,5-dimethoxy-phenyl]-5-methoxy-4-methyl-pentanoic acid

(2R,3R)-3-[3-(2,5-Dimethyl-pyrrol-1-yl)-2,5-dimethoxy-phenyl]-3-methoxy-2-methyl-propionaldehyde