[Bis-(4-methoxy-phenyl)-methyl]-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-eth-(E)-ylidene]-amine

Base Information

• Chemical Name: [Bis-(4-methoxy-phenyl)-methyl]-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-eth-(E)-ylidene]-amine
• CAS No.: 139580-07-7
• Molecular Formula: C₂₉H₃₇NO₃Si
• Molecular Weight: 475.703
• Mol file: 139580-07-7.mol

Synonyms:[Bis-(4-methoxy-phenyl)-methyl]-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-eth-(E)-ylidene]-amine

Chemical Property of [Bis-(4-methoxy-phenyl)-methyl]-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-eth-(E)-ylidene]-amine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [Bis-(4-methoxy-phenyl)-methyl]-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-eth-(E)-ylidene]-amine

There total 4 articles about [Bis-(4-methoxy-phenyl)-methyl]-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-eth-(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: 100.0%

p,p'-dimethoxybenzhydrylamine (19293-62-0) + (2S)-2-(tert-butyldimethylsilyloxy)-2-phenylacetaldehyde (133187-22-1) → [Bis-(4-methoxy-phenyl)-methyl]-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-eth-(E)-ylidene]-amine (139580-07-7)

Guidance literature:

With magnesium sulfate; In toluene; at 0 ℃; for 0.833333h;

DOI:10.1016/S0040-4039(00)89018-8

Reference yield:

(S)-Methyl mandelate (21210-43-5) → [Bis-(4-methoxy-phenyl)-methyl]-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-eth-(E)-ylidene]-amine (139580-07-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 93 percent / imidazole / dimethylformamide / Ambient temperature

2: 80 percent / DIBAL / hexane; diethyl ether / 0.33 h / -78 °C

3: MgSO₄ / toluene / 0 °C

With 1H-imidazole; diisobutylaluminium hydride; magnesium sulfate; In diethyl ether; hexane; N,N-dimethyl-formamide; toluene;

DOI:10.1016/S0040-4020(01)88510-0

Reference yield:

Methyl (S)-(+)-α-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-α-phenylacetate (133187-21-0) → [Bis-(4-methoxy-phenyl)-methyl]-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-eth-(E)-ylidene]-amine (139580-07-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / DIBAL / hexane; diethyl ether / 0.33 h / -78 °C

2: MgSO₄ / toluene / 0 °C

With diisobutylaluminium hydride; magnesium sulfate; In diethyl ether; hexane; toluene;

DOI:10.1016/S0040-4020(01)88510-0

upstream raw materials:

p,p'-dimethoxybenzhydrylamine

(2S)-2-(tert-butyldimethylsilyloxy)-2-phenylacetaldehyde

(S)-Methyl mandelate

Methyl (S)-(+)-α-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-α-phenylacetate

Downstream raw materials:

(2S,3R,4S)-3-Amino-2-benzyloxy-4-hydroxy-4-phenyl-butyric acid isopropyl ester

(2S,3R)-3-amino-2-hydroxy-4-phenylbutanoic acid

(2S,3R,4R)-3-Amino-2-benzyloxy-4-hydroxy-4-phenyl-butyric acid isopropyl ester

(2S,3R)-3-amino-2-hydroxy-4-phenylbutanoic acid hydrochloride