Naphthalene-1-carboxylic acid ((S)-1-phenyl-ethyl)-((R)-1-phenyl-ethyl)-amide

Base Information

• Chemical Name: Naphthalene-1-carboxylic acid ((S)-1-phenyl-ethyl)-((R)-1-phenyl-ethyl)-amide
• CAS No.: 255916-69-9
• Molecular Formula: C₂₇H₂₅NO
• Molecular Weight: 379.502
• Mol file: 255916-69-9.mol

Synonyms:Naphthalene-1-carboxylic acid ((S)-1-phenyl-ethyl)-((R)-1-phenyl-ethyl)-amide

Chemical Property of Naphthalene-1-carboxylic acid ((S)-1-phenyl-ethyl)-((R)-1-phenyl-ethyl)-amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Naphthalene-1-carboxylic acid ((S)-1-phenyl-ethyl)-((R)-1-phenyl-ethyl)-amide

There total 5 articles about Naphthalene-1-carboxylic acid ((S)-1-phenyl-ethyl)-((R)-1-phenyl-ethyl)-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: 80.0%

methyllithium (917-54-4) + N-benzyl-N-[(1S)-1-phenylethyl]-1-naphthamide (255916-68-8) → Naphthalene-1-carboxylic acid ((S)-1-phenyl-ethyl)-((R)-1-phenyl-ethyl)-amide (255916-69-9)

Guidance literature:

N-benzyl-N-[(1S)-1-phenylethyl]-1-naphthamide; With tert.-butyl lithium; In tetrahydrofuran; at -78 ℃;

methyllithium; In tetrahydrofuran;

DOI:10.1016/S0040-4039(02)00154-5

Reference yield:

N-benzyl-N-[(1S)-1-phenylethyl]-1-naphthamide (255916-68-8) + methyl iodide (74-88-4) → Naphthalene-1-carboxylic acid ((S)-1-phenyl-ethyl)-((R)-1-phenyl-ethyl)-amide (255916-69-9) + Naphthalene-1-carboxylic acid bis-((S)-1-phenyl-ethyl)-amide (255916-66-6)

Guidance literature:

With tert.-butyl lithium; In tetrahydrofuran; at -78 ℃; for 2h;

DOI:10.1016/S0040-4039(99)01765-7

Reference yield:

(S)-N-benzyl-1-phenylethylamine (17480-69-2) → Naphthalene-1-carboxylic acid ((S)-1-phenyl-ethyl)-((R)-1-phenyl-ethyl)-amide (255916-69-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 39 percent / Et₃N / CH₂Cl₂ / 16 h / 20 °C

2.1: s-BuLi / cyclohexane; tetrahydrofuran

2.2: tetrahydrofuran

With sec.-butyllithium; triethylamine; In tetrahydrofuran; dichloromethane; cyclohexane;

DOI:10.1002/1521-3765(20020315)8:6<1279::AID-CHEM1279>3.0.CO;2-7

upstream raw materials:

N-benzyl-N-[(1S)-1-phenylethyl]-1-naphthamide

methyl iodide

methyllithium

(S)-N-benzyl-1-phenylethylamine