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

Base Information

• Chemical Name: (R)-2-benzyl-N-[(1S,2S)-2-hydroxy-1,2-diphenylethyl]-N-methylhexanamide
• CAS No.: 1380325-37-0
• Molecular Formula: C₂₈H₃₃NO₂
• Molecular Weight: 415.576
• Mol file: 1380325-37-0.mol

Synonyms:(R)-2-benzyl-N-[(1S,2S)-2-hydroxy-1,2-diphenylethyl]-N-methylhexanamide

Chemical Property of (R)-2-benzyl-N-[(1S,2S)-2-hydroxy-1,2-diphenylethyl]-N-methylhexanamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-2-benzyl-N-[(1S,2S)-2-hydroxy-1,2-diphenylethyl]-N-methylhexanamide

There total 6 articles about (R)-2-benzyl-N-[(1S,2S)-2-hydroxy-1,2-diphenylethyl]-N-methylhexanamide 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%

N-[(1S,2S)-2-hydroxy-1,2-diphenylethyl]-N-methylhexanamide (1380325-28-9) + benzyl bromide (100-39-0) → (R)-2-benzyl-N-[(1S,2S)-2-hydroxy-1,2-diphenylethyl]-N-methylhexanamide (1380325-37-0)

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;

benzyl bromide; In tetrahydrofuran; hexane; at 0 ℃; for 1.3h; 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) → (R)-2-benzyl-N-[(1S,2S)-2-hydroxy-1,2-diphenylethyl]-N-methylhexanamide (1380325-37-0)

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: 1.3 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) → (R)-2-benzyl-N-[(1S,2S)-2-hydroxy-1,2-diphenylethyl]-N-methylhexanamide (1380325-37-0)

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: 1.3 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

benzyl bromide

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

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

Downstream raw materials:

(2R)-2-Benzyl-1-hexanol

(2R)-2-Benzylhexanoic acid