(S)-N-[(1S,2S)-2-hydroxy-1,2-diphenylethyl]-N,2-dimethylhexanamide

Base Information

• Chemical Name: (S)-N-[(1S,2S)-2-hydroxy-1,2-diphenylethyl]-N,2-dimethylhexanamide
• CAS No.: 1380325-38-1
• Molecular Formula: C₂₂H₂₉NO₂
• Molecular Weight: 339.478
• Mol file: 1380325-38-1.mol

Synonyms:(S)-N-[(1S,2S)-2-hydroxy-1,2-diphenylethyl]-N,2-dimethylhexanamide

Chemical Property of (S)-N-[(1S,2S)-2-hydroxy-1,2-diphenylethyl]-N,2-dimethylhexanamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-N-[(1S,2S)-2-hydroxy-1,2-diphenylethyl]-N,2-dimethylhexanamide

There total 6 articles about (S)-N-[(1S,2S)-2-hydroxy-1,2-diphenylethyl]-N,2-dimethylhexanamide 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: 84.0%

N-[(1S,2S)-2-hydroxy-1,2-diphenylethyl]-N-methylhexanamide (1380325-28-9) + methyl iodide (74-88-4) → (S)-N-[(1S,2S)-2-hydroxy-1,2-diphenylethyl]-N,2-dimethylhexanamide (1380325-38-1)

Guidance literature:

N-[(1S,2S)-2-hydroxy-1,2-diphenylethyl]-N-methylhexanamide; With n-butyllithium; N-ethyl-N,N-diisopropylamine; lithium chloride; In tetrahydrofuran; hexane; at -78 - 23 ℃; for 1.33333h; Inert atmosphere;

methyl iodide; In tetrahydrofuran; hexane; at 0 ℃; for 0.666667h; optical yield given as %de; Inert atmosphere;

DOI:10.1002/anie.201200370

Reference yield:

N-[(1S,2S)-2-hydroxy-1,2-diphenylethyl]formamide (301191-47-9) → (S)-N-[(1S,2S)-2-hydroxy-1,2-diphenylethyl]-N,2-dimethylhexanamide (1380325-38-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran; diethyl ether / 22.17 h / 0 - 23 °C / Inert atmosphere

2.1: tetrahydrofuran / 1.5 h / 23 °C / Inert atmosphere

3.1: n-butyllithium; N-ethyl-N,N-diisopropylamine; lithium chloride / tetrahydrofuran; hexane / 1.33 h / -78 - 23 °C / Inert atmosphere

3.2: 0.67 h / 0 °C / Inert atmosphere

With lithium aluminium tetrahydride; n-butyllithium; N-ethyl-N,N-diisopropylamine; lithium chloride; In tetrahydrofuran; diethyl ether; hexane;

DOI:10.1002/anie.201200370

Reference yield:

(1S,2S)-2-amino-1,2-diphenylethanol (530-36-9,3764-63-4,13286-63-0,23190-16-1,23190-17-2,23364-44-5,23412-95-5,39664-87-4,88082-66-0) → (S)-N-[(1S,2S)-2-hydroxy-1,2-diphenylethyl]-N,2-dimethylhexanamide (1380325-38-1)

Guidance literature:

Multi-step reaction with 4 steps

1.1: tetrahydrofuran; diethyl ether / 2.5 h / -40 - 23 °C / Inert atmosphere

2.1: lithium aluminium tetrahydride / tetrahydrofuran; diethyl ether / 22.17 h / 0 - 23 °C / Inert atmosphere

3.1: tetrahydrofuran / 1.5 h / 23 °C / Inert atmosphere

4.1: n-butyllithium; N-ethyl-N,N-diisopropylamine; lithium chloride / tetrahydrofuran; hexane / 1.33 h / -78 - 23 °C / Inert atmosphere

4.2: 0.67 h / 0 °C / Inert atmosphere

With lithium aluminium tetrahydride; n-butyllithium; N-ethyl-N,N-diisopropylamine; lithium chloride; In tetrahydrofuran; diethyl ether; hexane;

DOI:10.1002/anie.201200370

upstream raw materials:

N-[(1S,2S)-2-hydroxy-1,2-diphenylethyl]-N-methylhexanamide

methyl iodide

N-[(1S,2S)-2-hydroxy-1,2-diphenylethyl]formamide

(1S,2S)-2-amino-1,2-diphenylethanol