tert-butyl (3S,αR)-3-(3,4-difluorophenyl)-3-(N-benzyl-N-α-methyl-4-methoxybenzylamino)propanoate

Base Information

• Chemical Name: tert-butyl (3S,αR)-3-(3,4-difluorophenyl)-3-(N-benzyl-N-α-methyl-4-methoxybenzylamino)propanoate
• CAS No.: 447416-67-3
• Molecular Formula: C₂₉H₃₃F₂NO₃
• Molecular Weight: 481.583
• Mol file: 447416-67-3.mol

Synonyms:tert-butyl (3S,αR)-3-(3,4-difluorophenyl)-3-(N-benzyl-N-α-methyl-4-methoxybenzylamino)propanoate

Chemical Property of tert-butyl (3S,αR)-3-(3,4-difluorophenyl)-3-(N-benzyl-N-α-methyl-4-methoxybenzylamino)propanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl (3S,αR)-3-(3,4-difluorophenyl)-3-(N-benzyl-N-α-methyl-4-methoxybenzylamino)propanoate

There total 3 articles about tert-butyl (3S,αR)-3-(3,4-difluorophenyl)-3-(N-benzyl-N-α-methyl-4-methoxybenzylamino)propanoate 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: 86.0%

(R)-N-benzyl-N-(α-methyl-p-methoxybenzyl)amine (14429-03-9,120343-46-6,140408-66-8) + tert-butyl (E)-3-(3',4'-difluorophenyl)prop-2-enoate (181517-78-2) → tert-butyl (3S,αR)-3-(3,4-difluorophenyl)-3-(N-benzyl-N-α-methyl-4-methoxybenzylamino)propanoate (447416-67-3)

Guidance literature:

(R)-N-benzyl-N-(α-methyl-p-methoxybenzyl)amine; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.5h;

tert-butyl (E)-3-(3',4'-difluorophenyl)prop-2-enoate; In tetrahydrofuran; at -78 - 20 ℃; for 2h; Further stages.;

DOI:10.1039/b108573p

Reference yield:

3,4 difluorobenzaldehyde (34036-07-2) → tert-butyl (3S,αR)-3-(3,4-difluorophenyl)-3-(N-benzyl-N-α-methyl-4-methoxybenzylamino)propanoate (447416-67-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 88 percent / CH₂Cl₂ / 16 h / 20 °C

2.1: BuLi / tetrahydrofuran / 0.5 h / -78 °C

2.2: 86 percent / tetrahydrofuran / 2 h / -78 - 20 °C

With n-butyllithium; In tetrahydrofuran; dichloromethane; 1.1: Wittig reaction;

DOI:10.1039/b108573p

Reference yield:

(tert-Butoxycarbonylmethylene)triphenylphosphorane (86302-43-4,35000-38-5) → tert-butyl (3S,αR)-3-(3,4-difluorophenyl)-3-(N-benzyl-N-α-methyl-4-methoxybenzylamino)propanoate (447416-67-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 88 percent / CH₂Cl₂ / 16 h / 20 °C

2.1: BuLi / tetrahydrofuran / 0.5 h / -78 °C

2.2: 86 percent / tetrahydrofuran / 2 h / -78 - 20 °C

With n-butyllithium; In tetrahydrofuran; dichloromethane; 1.1: Wittig reaction;

DOI:10.1039/b108573p

upstream raw materials:

(R)-N-benzyl-N-(α-methyl-p-methoxybenzyl)amine

tert-butyl (E)-3-(3',4'-difluorophenyl)prop-2-enoate

3,4 difluorobenzaldehyde

(tert-Butoxycarbonylmethylene)triphenylphosphorane

Downstream raw materials:

(S)-3-amino-3-(3',4'-difluorophenyl)propanoic acid

tert-butyl (S)-3-amino-3-(3',4'-difluorophenyl)propanoate