(2R)-2-o-toluamide-3-phenylpropanol

Base Information

• Chemical Name: (2R)-2-o-toluamide-3-phenylpropanol
• CAS No.: 776301-18-9
• Molecular Formula: C₁₇H₁₉NO₂
• Molecular Weight: 269.343
• Mol file: 776301-18-9.mol

Synonyms:(2R)-2-o-toluamide-3-phenylpropanol

Chemical Property of (2R)-2-o-toluamide-3-phenylpropanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R)-2-o-toluamide-3-phenylpropanol

There total 1 articles about (2R)-2-o-toluamide-3-phenylpropanol 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: 89.0%

(R)-2-amino-3-phenylpropanol (5267-64-1) + ortho-toluoyl chloride (933-88-0) → (2R)-2-o-toluamide-3-phenylpropanol (776301-18-9)

Guidance literature:

With potassium hydroxide; In dichloromethane; at 0 - 20 ℃;

DOI:10.1016/j.tetasy.2004.06.038

Reference yield: 68.0%

(2R)-2-o-toluamide-3-phenylpropanol (776301-18-9) + 2,2-dimethoxy-propane (77-76-9) → (4R)-2,2-dimethyl-3-o-toluoyl-4-benzyloxazolidine (776301-20-3)

Guidance literature:

With toluene-4-sulfonic acid; In benzene; for 3.5h; Heating;

DOI:10.1016/j.tetasy.2004.06.038

Reference yield:

(2R)-2-o-toluamide-3-phenylpropanol (776301-18-9) → ((R)-4-Benzyl-2,2-dimethyl-oxazolidin-3-yl)-[2-((R)-6,7-dimethoxy-1,2,3,4-tetrahydro-isoquinolin-1-ylmethyl)-phenyl]-methanone (776301-19-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 68 percent / p-toluenesulfonic acid / benzene / 3.5 h / Heating

2.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -72 °C

2.2: 11 percent / tetrahydrofuran; hexane / 3 h / -72 °C

With n-butyllithium; toluene-4-sulfonic acid; In tetrahydrofuran; hexane; benzene;

DOI:10.1016/j.tetasy.2004.06.038

upstream raw materials:

(R)-2-amino-3-phenylpropanol

ortho-toluoyl chloride

Downstream raw materials:

(4R)-2,2-dimethyl-3-o-toluoyl-4-benzyloxazolidine

((R)-4-Benzyl-2,2-dimethyl-oxazolidin-3-yl)-[2-((R)-6,7-dimethoxy-1,2,3,4-tetrahydro-isoquinolin-1-ylmethyl)-phenyl]-methanone

Refernces