tert-butyl (3R)-3-[benzyl-[(1S)-1-phenylethyl]amino]-3-phenyl-propanoate

Base Information

• Chemical Name: tert-butyl (3R)-3-[benzyl-[(1S)-1-phenylethyl]amino]-3-phenyl-propanoate
• CAS No.: 265669-72-5
• Molecular Formula: C₂₈H₃₃NO₂
• Molecular Weight: 415.576
• Mol file: 265669-72-5.mol

Synonyms:tert-butyl (3R,αS)-3-[N-benzyl-N-(α-methylbenzyl)amino]-3-phenylpropanoate

Chemical Property of tert-butyl (3R)-3-[benzyl-[(1S)-1-phenylethyl]amino]-3-phenyl-propanoate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of tert-butyl (3R)-3-[benzyl-[(1S)-1-phenylethyl]amino]-3-phenyl-propanoate

There total 6 articles about tert-butyl (3R)-3-[benzyl-[(1S)-1-phenylethyl]amino]-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: 100.0%

(S)-N-benzyl-1-phenylethylamine (17480-69-2) + tert-butyl cinnamate (14990-09-1) → tert-butyl (3R,αS)-3-[N-benzyl-N-(α-methylbenzyl)amino]-3-phenylpropanoate (265669-72-5)

Guidance literature:

(S)-N-benzyl-1-phenylethylamine; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h; Inert atmosphere;

tert-butyl cinnamate; In tetrahydrofuran; hexane; at -78 ℃; for 1.5h; Inert atmosphere;

With ammonium chloride; In tetrahydrofuran; hexane; water; at -78 - 0 ℃; optical yield given as %de; diastereoselective reaction;

DOI:10.1021/jo101600c

Reference yield: 89.0%

tert-butyl cinnamate (14990-09-1) + (S)-N-benzyl-1-phenylethylamine (17480-69-2) → tert-butyl (3R,αS)-3-[N-benzyl-N-(α-methylbenzyl)amino]-3-phenylpropanoate (265669-72-5)

Guidance literature:

(S)-N-benzyl-1-phenylethylamine; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h; Inert atmosphere;

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

With water; ammonium chloride; In tetrahydrofuran; hexane; at -78 - 20 ℃; optical yield given as %de; diastereoselective reaction; Inert atmosphere;

DOI:10.1016/j.tetasy.2011.06.008

Reference yield: 82.0%

tert-butyl cinnamate (14990-09-1) + lithium N-benzyl-N-((S)-1-phenylethyl)amide → tert-butyl (3R,αS)-3-[N-benzyl-N-(α-methylbenzyl)amino]-3-phenylpropanoate (265669-72-5)

Guidance literature:

In tetrahydrofuran; at -78 ℃; for 2h; diastereoselective reaction; Inert atmosphere;

DOI:10.1039/c4ob00274a

upstream raw materials:

(S)-N-benzyl-1-phenylethylamine

tert-butyl cinnamate

(S)-4-benzyl-3-(6-(benzyloxy)hex-2-enoyl)oxazolidin-2-one

tert-butyl diethylphosphonoacetate

Downstream raw materials:

(3R,αS)-3-N-benzyl-N-α-methylbenzylamino-3-phenylpropanoic acid

1-tert-butyl-5-methyl (2S,3S,1'R,αS)-2-[1'-phenyl-1'-(N-benzyl-N-α-methylbenzylamino)methyl]-3-phenylpentanedioate

prop-2′-en-1′-yl (3R,αS)-3-[N-benzyl-N-(α-methylbenzyl)-amino]-3-phenylpropanoate

(2S,3R,1′S)-2-(1′-phenylpropyl)-3-amino-3-phenylpropanoic acid