benzyl (1R,2R)-1-hydroxy-1-(4-methoxyphenyl)-3-(pyrrolidin-1-yl)propan-2-yl-carbamate

Base Information

• Chemical Name: benzyl (1R,2R)-1-hydroxy-1-(4-methoxyphenyl)-3-(pyrrolidin-1-yl)propan-2-yl-carbamate
• CAS No.: 1092467-98-5
• Molecular Formula: C₂₂H₂₈N₂O₄
• Molecular Weight: 384.475
• Mol file: 1092467-98-5.mol

Synonyms:benzyl (1R,2R)-1-hydroxy-1-(4-methoxyphenyl)-3-(pyrrolidin-1-yl)propan-2-yl-carbamate

Chemical Property of benzyl (1R,2R)-1-hydroxy-1-(4-methoxyphenyl)-3-(pyrrolidin-1-yl)propan-2-yl-carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl (1R,2R)-1-hydroxy-1-(4-methoxyphenyl)-3-(pyrrolidin-1-yl)propan-2-yl-carbamate

There total 9 articles about benzyl (1R,2R)-1-hydroxy-1-(4-methoxyphenyl)-3-(pyrrolidin-1-yl)propan-2-yl-carbamate 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: 66.0%

pyrrolidine (123-75-1) + benzyl (1R,2R)-1,3-dihydroxy-1-(4-methoxyphenyl)propane-2-ylcarbamate (1092473-68-1) → benzyl (1R,2R)-1-hydroxy-1-(4-methoxyphenyl)-3-(pyrrolidin-1-yl)propan-2-yl-carbamate (1092467-98-5)

Guidance literature:

benzyl (1R,2R)-1,3-dihydroxy-1-(4-methoxyphenyl)propane-2-ylcarbamate; With 2-bromomesitylene; In pyridine; at -10 ℃;

pyrrolidine; In pyridine; at 45 ℃;

Reference yield: 66.0%

pyrrolidine (123-75-1) + benzyl (1R,2R)-1,3-dihydroxy-1-(4-methoxyphenyl)propane-2-ylcarbamate (1092473-68-1) + 2-bromomesitylene (1667-04-5) → benzyl (1R,2R)-1-hydroxy-1-(4-methoxyphenyl)-3-(pyrrolidin-1-yl)propan-2-yl-carbamate (1092467-98-5)

Guidance literature:

benzyl (1R,2R)-1,3-dihydroxy-1-(4-methoxyphenyl)propane-2-ylcarbamate; 2-bromomesitylene; With pyridine; at -10 ℃; for 0.5h;

pyrrolidine; at 45 ℃; for 6h;

Reference yield:

1-bromo-4-methoxy-benzene (104-92-7) → benzyl (1R,2R)-1-hydroxy-1-(4-methoxyphenyl)-3-(pyrrolidin-1-yl)propan-2-yl-carbamate (1092467-98-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: ethylene dibromide; magnesium / tetrahydrofuran / 2 h / 65 °C / Reflux

1.2: 0.5 h / -78 - -35 °C

1.3: 15 h / -78 - 10 °C

2.1: amberlyst 15 / methanol / 48 h / 20 °C

3.1: pyridine; 2-bromomesitylene / 0.5 h / -10 °C

3.2: 6 h / 45 °C

With pyridine; 2-bromomesitylene; magnesium; ethylene dibromide; In tetrahydrofuran; methanol;

upstream raw materials:

pyrrolidine

benzyl (1R,2R)-1,3-dihydroxy-1-(4-methoxyphenyl)propane-2-ylcarbamate

2-bromomesitylene

(R)-benzyl-4-(methoxy(methyl)carbamoyl)-2,2-dimethyloxazolidine-3-carboxylate

Downstream raw materials:

(1R,2R)-2-amino-1-(4-methoxyphenyl)-3-(pyrrolidin-1-yl)propan-1-ol