(1S,2S)-2-[(6,2'-Dimethoxy-biphenyl-2-ylmethyl)-amino]-3-methoxy-1-phenyl-propan-1-ol

Base Information

• Chemical Name: (1S,2S)-2-[(6,2'-Dimethoxy-biphenyl-2-ylmethyl)-amino]-3-methoxy-1-phenyl-propan-1-ol
• CAS No.: 87306-80-7
• Molecular Formula: C₂₅H₂₉NO₄
• Molecular Weight: 407.51
• Mol file: 87306-80-7.mol

Synonyms:(1S,2S)-2-[(6,2'-Dimethoxy-biphenyl-2-ylmethyl)-amino]-3-methoxy-1-phenyl-propan-1-ol

Chemical Property of (1S,2S)-2-[(6,2'-Dimethoxy-biphenyl-2-ylmethyl)-amino]-3-methoxy-1-phenyl-propan-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,2S)-2-[(6,2'-Dimethoxy-biphenyl-2-ylmethyl)-amino]-3-methoxy-1-phenyl-propan-1-ol

There total 6 articles about (1S,2S)-2-[(6,2'-Dimethoxy-biphenyl-2-ylmethyl)-amino]-3-methoxy-1-phenyl-propan-1-ol 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: 90.0%

(4S,5S)-2-(6,2'-Dimethoxy-biphenyl-2-yl)-4-methoxymethyl-5-phenyl-4,5-dihydro-oxazole (87306-76-1) → (1R,2R)-2-[(6,2'-Dimethoxy-biphenyl-2-ylmethyl)-amino]-3-methoxy-1-phenyl-propan-1-ol (87306-80-7)

Guidance literature:

With diisobutylaluminium hydride; In diethyl ether; for 5h; Ambient temperature;

DOI:10.1021/jo00170a036

Reference yield:

(4S,5S)-2-(6,2'-Dimethoxy-biphenyl-2-yl)-4-methoxymethyl-5-phenyl-4,5-dihydro-oxazole (87306-76-1) → (1S,2S)-2-[(6,2'-Dimethoxy-biphenyl-2-ylmethyl)-amino]-3-methoxy-1-phenyl-propan-1-ol (87306-80-7)

Guidance literature:

With diisobutylaluminium hydride; In diethyl ether; Ambient temperature;

DOI:10.1021/ja00289a023

Reference yield:

2,3-dimethoxybenzoic acid (1521-38-6) → (1S,2S)-2-[(6,2'-Dimethoxy-biphenyl-2-ylmethyl)-amino]-3-methoxy-1-phenyl-propan-1-ol (87306-80-7)

Guidance literature:

Multi-step reaction with 5 steps

1: oxalyl chloride / CH₂Cl₂ / 14 h

2: 30 percent NH₄OH

3: 1.) triethyloxonium tetrafluoroborate / 1.) 1,2-dichloroethane, 22 h; 2.) 1,2-dichloroethane, 24 h, reflux

4: 1.) Mg / 1.) ether, 1 h; 2.) ether, THF, 24 h

5: 1 M DIBAL / diethyl ether / Ambient temperature

With ammonium hydroxide; oxalyl dichloride; triethyloxonium fluoroborate; diisobutylaluminium hydride; magnesium; In diethyl ether; dichloromethane;

DOI:10.1021/ja00289a023

upstream raw materials:

(4S,5S)-2-(6,2'-Dimethoxy-biphenyl-2-yl)-4-methoxymethyl-5-phenyl-4,5-dihydro-oxazole

2,3-dimethoxybenzoic acid

2,3-dimethoxybenzamide

(4S,5S)-2-(2,3-Dimethoxy-phenyl)-4-methoxymethyl-5-phenyl-4,5-dihydro-oxazole

Downstream raw materials:

[(1R,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methoxymethyl-2-phenyl-ethyl]-(6,2'-dimethoxy-biphenyl-2-ylmethyl)-amine

2',6-dimethoxy-(1,1'-biphenyl)-2-carboxaldehyde

[(1R,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methoxymethyl-2-phenyl-ethyl]-[1-(6,2'-dimethoxy-biphenyl-2-yl)-meth-(E)-ylidene]-amine

C₃₁H₄₂ClNO₄Si