(E)-(S)-6-Cyclohexyl-2-isopropyl-hex-4-enoic acid ((1S,2S)-2-hydroxy-1-methyl-2-phenyl-ethyl)-methyl-amide

Base Information

• Chemical Name: (E)-(S)-6-Cyclohexyl-2-isopropyl-hex-4-enoic acid ((1S,2S)-2-hydroxy-1-methyl-2-phenyl-ethyl)-methyl-amide
• CAS No.: 196706-16-8
• Molecular Formula: C₂₅H₃₉NO₂
• Molecular Weight: 385.59
• Mol file: 196706-16-8.mol

Synonyms:(E)-(S)-6-Cyclohexyl-2-isopropyl-hex-4-enoic acid ((1S,2S)-2-hydroxy-1-methyl-2-phenyl-ethyl)-methyl-amide

Chemical Property of (E)-(S)-6-Cyclohexyl-2-isopropyl-hex-4-enoic acid ((1S,2S)-2-hydroxy-1-methyl-2-phenyl-ethyl)-methyl-amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-(S)-6-Cyclohexyl-2-isopropyl-hex-4-enoic acid ((1S,2S)-2-hydroxy-1-methyl-2-phenyl-ethyl)-methyl-amide

There total 5 articles about (E)-(S)-6-Cyclohexyl-2-isopropyl-hex-4-enoic acid ((1S,2S)-2-hydroxy-1-methyl-2-phenyl-ethyl)-methyl-amide 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: 70.0%

(E)-4-bromo-1-cyclohexyl-2-butene (118832-49-8) + N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-3-N-dimethylbutyramide (192060-34-7) → (E)-(S)-6-Cyclohexyl-2-isopropyl-hex-4-enoic acid ((1S,2S)-2-hydroxy-1-methyl-2-phenyl-ethyl)-methyl-amide (196706-16-8)

Guidance literature:

With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at 0 ℃; for 0.25h;

DOI:10.1021/jo9707951

Reference yield:

pseudoephedrine (90-82-4,7009-81-6,90-83-5,6912-63-6) → (E)-(S)-6-Cyclohexyl-2-isopropyl-hex-4-enoic acid ((1S,2S)-2-hydroxy-1-methyl-2-phenyl-ethyl)-methyl-amide (196706-16-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 96 percent / Et₃N / tetrahydrofuran / 0.25 h / 0 °C

2: 70 percent / BuLi, diisopropylamine / tetrahydrofuran; hexane / 0.25 h / 0 °C

With n-butyllithium; triethylamine; diisopropylamine; In tetrahydrofuran; hexane;

DOI:10.1021/jo9707951

Reference yield:

1-cyclohexylbut-3-en-2-ol (118040-79-2) → (E)-(S)-6-Cyclohexyl-2-isopropyl-hex-4-enoic acid ((1S,2S)-2-hydroxy-1-methyl-2-phenyl-ethyl)-methyl-amide (196706-16-8)

Guidance literature:

Multi-step reaction with 2 steps

1: SOBr₂, 1,5-hexadiene / 1,2-dichloro-ethane / 0 °C

2: 70 percent / BuLi, diisopropylamine / tetrahydrofuran; hexane / 0.25 h / 0 °C

With sulfurous dibromide; n-butyllithium; 1,5-Hexadien; diisopropylamine; In tetrahydrofuran; hexane; 1,2-dichloro-ethane;

DOI:10.1021/jo9707951

upstream raw materials:

(E)-4-bromo-1-cyclohexyl-2-butene

N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-3-N-dimethylbutyramide

pseudoephedrine

1-cyclohexylbut-3-en-2-ol

Downstream raw materials:

5(R)-bromo-6-cyclohexyl-2(S)-isopropyl-4(S)-hexanolide

5-Bromo-6-cyclohexylmethyl-3-isopropyl-tetrahydro-pyran-2-one

(3S,5R)-5-((S)-1-Bromo-2-cyclohexyl-ethyl)-3-isopropyl-dihydro-furan-2-one