(2R,5E,9E)-N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-2,6,10,N-tetramethylundeca-5,9-dienamide

Base Information

• Chemical Name: (2R,5E,9E)-N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-2,6,10,N-tetramethylundeca-5,9-dienamide
• CAS No.: 198268-26-7
• Molecular Formula: C₂₄H₃₇NO₂
• Molecular Weight: 371.563
• Mol file: 198268-26-7.mol

Synonyms:(2R,5E,9E)-N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-2,6,10,N-tetramethylundeca-5,9-dienamide

Chemical Property of (2R,5E,9E)-N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-2,6,10,N-tetramethylundeca-5,9-dienamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,5E,9E)-N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-2,6,10,N-tetramethylundeca-5,9-dienamide

There total 1 articles about (2R,5E,9E)-N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-2,6,10,N-tetramethylundeca-5,9-dienamide 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: 92.0%

(E)-9-iodo-2,6-dimethylnona-2,6-diene (22339-13-5) + N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N-methylpropionamide (159213-03-3) → (2R,5E,9E)-N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-2,6,10,N-tetramethylundeca-5,9-dienamide (198268-26-7)

Guidance literature:

N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N-methylpropionamide; With n-butyllithium; isopropylamine; lithium chloride; In tetrahydrofuran; hexane; at -78 - 23 ℃; for 1.08333h;

(E)-9-iodo-2,6-dimethylnona-2,6-diene; In tetrahydrofuran; hexane; at 0 ℃; for 3h;

DOI:10.1002/1522-2675(20000809)83:8<2007::AID-HLCA2007>3.0.CO;2-5

Reference yield: 91.0%

(2R,5E,9E)-N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-2,6,10,N-tetramethylundeca-5,9-dienamide (198268-26-7) → (2R,5E,9E)-2,6,10-trimethylundeca-5,9-dien-1-ol (127516-27-2,24048-14-4)

Guidance literature:

With n-butyllithium; borane-ammonia complex; isopropylamine; In tetrahydrofuran; hexane; at 23 ℃; for 4h;

DOI:10.1002/1522-2675(20000809)83:8<2007::AID-HLCA2007>3.0.CO;2-5

Reference yield:

(2R,5E,9E)-N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-2,6,10,N-tetramethylundeca-5,9-dienamide (198268-26-7) → (R,E)-2,6,10-trimethylundeca-5,9-dienal (24048-13-3,54082-68-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / iPrNH₂; BuLi; BH₃*NH₃ / tetrahydrofuran; hexane / 4 h / 23 °C

2: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 0 °C

With n-butyllithium; borane-ammonia complex; oxalyl dichloride; dimethyl sulfoxide; isopropylamine; triethylamine; In tetrahydrofuran; hexane; dichloromethane; 1: Reduction / 2: Swern oxidation;

DOI:10.1002/1522-2675(20000809)83:8<2007::AID-HLCA2007>3.0.CO;2-5

upstream raw materials:

(E)-9-iodo-2,6-dimethylnona-2,6-diene

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

Downstream raw materials:

(2R,5E,9E)-2,6,10-trimethylundeca-5,9-dien-1-ol

(R,E)-2,6,10-trimethylundeca-5,9-dienal

Refernces