(2S,5S)-2-(N,N-dibenzylamino)-5-tert-butoxycarbonylamino-1,6-diphenyl-3-hexanone

Base Information

• Chemical Name: (2S,5S)-2-(N,N-dibenzylamino)-5-tert-butoxycarbonylamino-1,6-diphenyl-3-hexanone
• CAS No.: 162849-97-0
• Molecular Formula: C₃₇H₄₂N₂O₃
• Molecular Weight: 562.752
• Mol file: 162849-97-0.mol

Synonyms:(2S,5S)-2-(N,N-dibenzylamino)-5-tert-butoxycarbonylamino-1,6-diphenyl-3-hexanone

Chemical Property of (2S,5S)-2-(N,N-dibenzylamino)-5-tert-butoxycarbonylamino-1,6-diphenyl-3-hexanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,5S)-2-(N,N-dibenzylamino)-5-tert-butoxycarbonylamino-1,6-diphenyl-3-hexanone

There total 3 articles about (2S,5S)-2-(N,N-dibenzylamino)-5-tert-butoxycarbonylamino-1,6-diphenyl-3-hexanone 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: 83.0%

3%-Pd-alumina + (5S)-2-(t-Butyloxycarbonylamino)-5-(N,N-dibenzylamino)-1,6-diphenyl-4-oxo-2-hexene → (2S,5S)-2-(N,N-dibenzylamino)-5-tert-butoxycarbonylamino-1,6-diphenyl-3-hexanone (162849-97-0)

Guidance literature:

With hydrogen; In acetone;

Reference yield: 53.0%

(2S,5S)-5-amino-2-dibenzylamino-3-oxo-1,6-diphenylhexane (156732-14-8) + di-tert-butyl dicarbonate (24424-99-5) → (2S,5S)-2-(N,N-dibenzylamino)-5-tert-butoxycarbonylamino-1,6-diphenyl-3-hexanone (162849-97-0)

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1021/op9802071

Reference yield:

N,N-dibenzyl-L-phenylalanine benzyl ester (111138-83-1) → (2S,5S)-2-(N,N-dibenzylamino)-5-tert-butoxycarbonylamino-1,6-diphenyl-3-hexanone (162849-97-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium amide / acetonitrile; tert-butyl methyl ether / 2 h / 0 - 5 °C / Large scale

1.2: 2 h / 25 °C / Large scale

2.1: sodium tetrahydroborate; acetic acid / tetrahydrofuran / 15 h / 20 °C

3.1: tetrahydrofuran / 1 h / 20 °C

With sodium tetrahydroborate; sodium amide; acetic acid; In tetrahydrofuran; tert-butyl methyl ether; acetonitrile;

DOI:10.1021/op9802071

upstream raw materials:

(2S,5S)-5-amino-2-dibenzylamino-3-oxo-1,6-diphenylhexane

di-tert-butyl dicarbonate

N,N-dibenzyl-L-phenylalanine benzyl ester