(-)-(1'S,2'S,2S,3R)-2-benzyl-N-(2'-hydroxy-1'-methyl-2'-phenylethyl)-N-methyl-3-phenylhexanamide

Base Information

• Chemical Name: (-)-(1'S,2'S,2S,3R)-2-benzyl-N-(2'-hydroxy-1'-methyl-2'-phenylethyl)-N-methyl-3-phenylhexanamide
• CAS No.: 897920-53-5
• Molecular Formula: C₂₉H₃₅NO₂
• Molecular Weight: 429.602
• Mol file: 897920-53-5.mol

Synonyms:(-)-(1'S,2'S,2S,3R)-2-benzyl-N-(2'-hydroxy-1'-methyl-2'-phenylethyl)-N-methyl-3-phenylhexanamide

Chemical Property of (-)-(1'S,2'S,2S,3R)-2-benzyl-N-(2'-hydroxy-1'-methyl-2'-phenylethyl)-N-methyl-3-phenylhexanamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (-)-(1'S,2'S,2S,3R)-2-benzyl-N-(2'-hydroxy-1'-methyl-2'-phenylethyl)-N-methyl-3-phenylhexanamide

There total 2 articles about (-)-(1'S,2'S,2S,3R)-2-benzyl-N-(2'-hydroxy-1'-methyl-2'-phenylethyl)-N-methyl-3-phenylhexanamide 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: 73.0%

E-(+)-(1'S,2'S)-N-methyl-N-(2'-phenyl-2'-hydroxy-1'-methylethyl)-hex-2-enamide (869468-00-8) + benzyl bromide (100-39-0) + phenyllithium (591-51-5) → (-)-(1'S,2'S,2S,3R)-2-benzyl-N-(2'-hydroxy-1'-methyl-2'-phenylethyl)-N-methyl-3-phenylhexanamide (897920-53-5)

Guidance literature:

E-(+)-(1'S,2'S)-N-methyl-N-(2'-phenyl-2'-hydroxy-1'-methylethyl)-hex-2-enamide; phenyllithium; With lithium chloride; In tetrahydrofuran; dibutyl ether; at -105 ℃;

benzyl bromide; In tetrahydrofuran; dibutyl ether; at 0 ℃; for 5h;

DOI:10.1021/ol060720w

Reference yield: 73.0%

E-(+)-(1'S,2'S)-N-methyl-N-(2'-phenyl-2'-hydroxy-1'-methylethyl)-hex-2-enamide (869468-00-8) + phenyllithium (591-51-5) → (-)-(1'S,2'S,2S,3R)-2-benzyl-N-(2'-hydroxy-1'-methyl-2'-phenylethyl)-N-methyl-3-phenylhexanamide (897920-53-5)

Guidance literature:

E-(+)-(1'S,2'S)-N-methyl-N-(2'-phenyl-2'-hydroxy-1'-methylethyl)-hex-2-enamide; phenyllithium; With lithium chloride; In tetrahydrofuran; dibutyl ether; at -105 ℃; for 0.5h;

BnX; With lithium chloride; In tetrahydrofuran; dibutyl ether; at 0 ℃; for 5h;

DOI:10.1021/jo061205e

Reference yield:

(-)-(1'S,2'S,2S,3R)-2-benzyl-N-(2'-hydroxy-1'-methyl-2'-phenylethyl)-N-methyl-3-phenylhexanamide (897920-53-5) → (-)-(2S,3R)-2-benzyl-3-phenylhexan-1-ol

Guidance literature:

Multi-step reaction with 2 steps

1: dioxane / 12 h / Heating

2: LiAlH₄ / tetrahydrofuran / 3 h / Heating

With lithium aluminium tetrahydride; In tetrahydrofuran; 1,4-dioxane;

DOI:10.1021/jo061205e

upstream raw materials:

E-(+)-(1'S,2'S)-N-methyl-N-(2'-phenyl-2'-hydroxy-1'-methylethyl)-hex-2-enamide

benzyl bromide

phenyllithium