tert-butyl (2S,3R,1'R,αR)-2-(1'-hydroxyethyl)-3-[N-methyl-N-(α-methylbenzyl)amino]butanoate

Base Information

• Chemical Name: tert-butyl (2S,3R,1'R,αR)-2-(1'-hydroxyethyl)-3-[N-methyl-N-(α-methylbenzyl)amino]butanoate
• CAS No.: 946065-01-6
• Molecular Formula: C₁₉H₃₁NO₃
• Molecular Weight: 321.46
• Mol file: 946065-01-6.mol

Synonyms:tert-butyl (2S,3R,1'R,αR)-2-(1'-hydroxyethyl)-3-[N-methyl-N-(α-methylbenzyl)amino]butanoate

Chemical Property of tert-butyl (2S,3R,1'R,αR)-2-(1'-hydroxyethyl)-3-[N-methyl-N-(α-methylbenzyl)amino]butanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl (2S,3R,1'R,αR)-2-(1'-hydroxyethyl)-3-[N-methyl-N-(α-methylbenzyl)amino]butanoate

There total 1 articles about tert-butyl (2S,3R,1'R,αR)-2-(1'-hydroxyethyl)-3-[N-methyl-N-(α-methylbenzyl)amino]butanoate 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: 56.0%

tert-butyl (3R,αR)-3-[N-methyl-N-(α-methylbenzyl)amino]butanoate (946065-00-5) + acetaldehyde (75-07-0,9002-91-9) → tert-butyl (2R,3R,1'S,αR)-2-(1'-hydroxyethyl)-3-[N-methyl-N-(α-methylbenzyl)amino]butanoate (946065-02-7) + tert-butyl (2S,3R,1'R,αR)-2-(1'-hydroxyethyl)-3-[N-methyl-N-(α-methylbenzyl)amino]butanoate (946065-01-6)

Guidance literature:

tert-butyl (3R,αR)-3-[N-methyl-N-(α-methylbenzyl)amino]butanoate; With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at 0 ℃; for 2h;

With Trimethyl borate; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

acetaldehyde; In tetrahydrofuran; hexane; at -78 ℃; for 2h; Further stages.;

DOI:10.1016/j.tet.2007.05.015

Reference yield: 100.0%

tert-butyl (2S,3R,1'R,αR)-2-(1'-hydroxyethyl)-3-[N-methyl-N-(α-methylbenzyl)amino]butanoate (946065-01-6) → (2R,3R,1'R,αR)-2-(1'-hydroxyethyl)-3-[N-methyl-N-(α-methylbenzyl)amino]butan-1-ol

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 20 ℃; for 15h;

DOI:10.1016/j.tet.2007.05.015

Reference yield:

tert-butyl (2S,3R,1'R,αR)-2-(1'-hydroxyethyl)-3-[N-methyl-N-(α-methylbenzyl)amino]butanoate (946065-01-6) → (4R,5R,1'R,αR)-2,2,4-trimethyl-5-{1'-[N-methyl-N-(α-methylbenzyl)amino]ethyl}-1,3-dioxane

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / LiAlH₄ / tetrahydrofuran / 15 h / 0 - 20 °C

2: 96 percent / (+)-CSA; CuSO₄ / acetone / 120 h / 20 °C

With lithium aluminium tetrahydride; (1S)-10-camphorsulfonic acid; copper(II) sulfate; In tetrahydrofuran; acetone;

DOI:10.1016/j.tet.2007.05.015

upstream raw materials:

tert-butyl (3R,αR)-3-[N-methyl-N-(α-methylbenzyl)amino]butanoate

acetaldehyde