[(1S,2S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methoxymethyl-2-phenyl-ethyl]-[1-[2'-(tert-butyl-dimethyl-silanyloxymethyl)-6-methoxy-biphenyl-2-yl]-meth-(E)-ylidene]-amine

Base Information

• Chemical Name: [(1S,2S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methoxymethyl-2-phenyl-ethyl]-[1-[2'-(tert-butyl-dimethyl-silanyloxymethyl)-6-methoxy-biphenyl-2-yl]-meth-(E)-ylidene]-amine
• CAS No.: 94235-87-7
• Molecular Formula: C₃₇H₅₅NO₄Si₂
• Molecular Weight: 634.019
• Mol file: 94235-87-7.mol

Synonyms:

Chemical Property of [(1S,2S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methoxymethyl-2-phenyl-ethyl]-[1-[2'-(tert-butyl-dimethyl-silanyloxymethyl)-6-methoxy-biphenyl-2-yl]-meth-(E)-ylidene]-amine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [(1S,2S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methoxymethyl-2-phenyl-ethyl]-[1-[2'-(tert-butyl-dimethyl-silanyloxymethyl)-6-methoxy-biphenyl-2-yl]-meth-(E)-ylidene]-amine

There total 8 articles about [(1S,2S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methoxymethyl-2-phenyl-ethyl]-[1-[2'-(tert-butyl-dimethyl-silanyloxymethyl)-6-methoxy-biphenyl-2-yl]-meth-(E)-ylidene]-amine 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:

C37H56ClNO4Si2 (94235-83-3,94293-32-0) → [(1S,2S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methoxymethyl-2-phenyl-ethyl]-[1-[2'-(tert-butyl-dimethyl-silanyloxymethyl)-6-methoxy-biphenyl-2-yl]-meth-(E)-ylidene]-amine (94235-87-7,94345-83-2)

Guidance literature:

With potassium superoxide; 18-crown-6 ether; In diethyl ether; Ambient temperature;

DOI:10.1021/ja00289a023

Reference yield:

2,3-dimethoxybenzoic acid (1521-38-6) → [(1S,2S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methoxymethyl-2-phenyl-ethyl]-[1-[2'-(tert-butyl-dimethyl-silanyloxymethyl)-6-methoxy-biphenyl-2-yl]-meth-(E)-ylidene]-amine (94235-87-7,94345-83-2)

Guidance literature:

Multi-step reaction with 8 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

6: tetrahydrofuran / 12 h / Ambient temperature

7: N-chlorosuccinimide / CH₂Cl₂ / 0.25 h

8: potassium superoxide / 18-crown-6 / diethyl ether / Ambient temperature

With potassium superoxide; ammonium hydroxide; N-chloro-succinimide; oxalyl dichloride; triethyloxonium fluoroborate; diisobutylaluminium hydride; magnesium; 18-crown-6 ether; In tetrahydrofuran; diethyl ether; dichloromethane;

DOI:10.1021/ja00289a023

Reference yield:

2,3-dimethoxybenzamide (1521-39-7) → [(1S,2S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methoxymethyl-2-phenyl-ethyl]-[1-[2'-(tert-butyl-dimethyl-silanyloxymethyl)-6-methoxy-biphenyl-2-yl]-meth-(E)-ylidene]-amine (94235-87-7,94345-83-2)

Guidance literature:

Multi-step reaction with 6 steps

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

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

3: 1 M DIBAL / diethyl ether / Ambient temperature

4: tetrahydrofuran / 12 h / Ambient temperature

5: N-chlorosuccinimide / CH₂Cl₂ / 0.25 h

6: potassium superoxide / 18-crown-6 / diethyl ether / Ambient temperature

With potassium superoxide; N-chloro-succinimide; triethyloxonium fluoroborate; diisobutylaluminium hydride; magnesium; 18-crown-6 ether; In tetrahydrofuran; diethyl ether; dichloromethane;

DOI:10.1021/ja00289a023

upstream raw materials:

C₃₇H₅₆ClNO₄Si₂

2,3-dimethoxybenzoic acid

2,3-dimethoxybenzamide

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