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

Base Information

• Chemical Name: E-(+)-(1'S,2'S)-N-methyl-N-(2'-phenyl-2'-hydroxy-1'-methylethyl)-hex-2-enamide
• CAS No.: 869468-00-8
• Molecular Formula: C₁₆H₂₃NO₂
• Molecular Weight: 261.364
• Mol file: 869468-00-8.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 1 articles about E-(+)-(1'S,2'S)-N-methyl-N-(2'-phenyl-2'-hydroxy-1'-methylethyl)-hex-2-enamide 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: 99.0%

(E)-2-hexenoyl chloride (97943-16-3) + pseudoephedrine (90-82-4,7009-81-6,90-83-5,6912-63-6) → E-(+)-(1'S,2'S)-N-methyl-N-(2'-phenyl-2'-hydroxy-1'-methylethyl)-hex-2-enamide (869468-00-8)

Guidance literature:

With triethylamine; In tetrahydrofuran; at -20 ℃; for 1.5h;

DOI:10.1021/jo051207j

Reference yield: 94.0%

E-(+)-(1'S,2'S)-N-methyl-N-(2'-phenyl-2'-hydroxy-1'-methylethyl)-hex-2-enamide (869468-00-8) + tert.-butyl lithium (594-19-4) → (1'S,2'S,3R)-3-tert-butyl-N-(2'-hydroxy-1'-methyl-2'-phenylethyl)-N-methylhexanamide (913962-65-9) + (1'S,2'S,3S)-3-tert-butyl-N-(2'-hydroxy-1'-methyl-2'-phenylethyl)-N-methylhexanamide

Guidance literature:

With lithium chloride; In tetrahydrofuran; hexane; at -105 - 20 ℃;

DOI:10.1021/jo061205e

Reference yield: 86.0%

E-(+)-(1'S,2'S)-N-methyl-N-(2'-phenyl-2'-hydroxy-1'-methylethyl)-hex-2-enamide (869468-00-8) + phenyllithium (591-51-5) + methyl iodide (74-88-4) → (+)-(1'S,2'S,2S,3R)-N-(2'-hydroxy-1'-methyl-2'-phenylethyl)-2,N-dimethyl-3-phenylhexanamide (897920-50-2)

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 ℃;

methyl iodide; In tetrahydrofuran; dibutyl ether; at 0 ℃; for 5h;

DOI:10.1021/ol060720w

upstream raw materials:

(E)-2-hexenoyl chloride

pseudoephedrine

Downstream raw materials:

(+)-(1'S,2'S,3R)-3-dibenzylamino-N-methyl-N-(2'-phenyl-2'-hydroxy-1'-methylethyl)hexanamide

(+)-(1'S,2'S,3S)-3-dibenzylamino-N-(2'-hydroxy-1'-methylethyl-2'-phenyl)-N-methylhexanamide

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

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