(3R,αS)-tert-Butyl 3-(N-benzyl-N-α-methyl-4-methoxybenzylamino)-3-phenyl propanoate

Base Information

• Chemical Name: (3R,αS)-tert-Butyl 3-(N-benzyl-N-α-methyl-4-methoxybenzylamino)-3-phenyl propanoate
• CAS No.: 309757-64-0
• Molecular Formula: C₂₉H₃₅NO₃
• Molecular Weight: 445.602
• Mol file: 309757-64-0.mol

Synonyms:(3R,αS)-tert-Butyl 3-(N-benzyl-N-α-methyl-4-methoxybenzylamino)-3-phenyl propanoate

Chemical Property of (3R,αS)-tert-Butyl 3-(N-benzyl-N-α-methyl-4-methoxybenzylamino)-3-phenyl propanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3R,αS)-tert-Butyl 3-(N-benzyl-N-α-methyl-4-methoxybenzylamino)-3-phenyl propanoate

There total 4 articles about (3R,αS)-tert-Butyl 3-(N-benzyl-N-α-methyl-4-methoxybenzylamino)-3-phenyl 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: 77.0%

tert-butyl cinnamate (14990-09-1) + (S)-N-benzyl-N-(α-methyl-p-methoxybenzyl)amine (120343-46-6) → (3R,αS)-tert-Butyl 3-(N-benzyl-N-α-methyl-4-methoxybenzylamino)-3-phenyl propanoate (309757-64-0) + (3S,αS)-tert-Butyl 3-(N-benzyl-N-α-methyl-4-methoxybenzylamino)-3-phenyl propanoate

Guidance literature:

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

tert-butyl cinnamate; In tetrahydrofuran; at -78 ℃; for 2h;

DOI:10.1039/b106389h

Reference yield:

(S)-1-(4-methoxyphenyl)ethylamine (6298-96-0,22038-86-4,35600-82-9,41851-59-6) → (3R,αS)-tert-Butyl 3-(N-benzyl-N-α-methyl-4-methoxybenzylamino)-3-phenyl propanoate (309757-64-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: ethanol / 2 h / Heating

2.1: NaBH₄ / ethanol / 0 - 20 °C

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

3.2: 77 percent / tetrahydrofuran / 2 h / -78 °C

With sodium tetrahydroborate; n-butyllithium; In tetrahydrofuran; ethanol;

DOI:10.1039/b106389h

Reference yield:

benzaldehyde (100-52-7) → (3R,αS)-tert-Butyl 3-(N-benzyl-N-α-methyl-4-methoxybenzylamino)-3-phenyl propanoate (309757-64-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: ethanol / 2 h / Heating

2.1: NaBH₄ / ethanol / 0 - 20 °C

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

3.2: 77 percent / tetrahydrofuran / 2 h / -78 °C

With sodium tetrahydroborate; n-butyllithium; In tetrahydrofuran; ethanol;

DOI:10.1039/b106389h

upstream raw materials:

tert-butyl cinnamate

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

(S)-1-(4-methoxyphenyl)ethylamine

benzaldehyde

Downstream raw materials:

(3R)-4-phenyl-2-azetidinone

(R)-1-benzyl-4-phenylazetidin-2-one

(R)-3-phenyl-3-aminopropionic acid

(4R,αS)-N-(α-methyl-4-methoxybenzy)-4-phenylazetidin-2-one