(S)-N-[(1S,S_s)-1-methyl-1-phenyl-2-(p-tolylsulfinyl)ethyl]-2-methoxy-1-naphthalenesulfinamide

Base Information

• Chemical Name: (S)-N-[(1S,S_s)-1-methyl-1-phenyl-2-(p-tolylsulfinyl)ethyl]-2-methoxy-1-naphthalenesulfinamide
• CAS No.: 737777-10-5
• Molecular Formula: C₂₇H₂₇NO₃S₂
• Molecular Weight: 477.648

Synonyms:(S)-N-[(1S,S_s)-1-methyl-1-phenyl-2-(p-tolylsulfinyl)ethyl]-2-methoxy-1-naphthalenesulfinamide

Chemical Property of (S)-N-[(1S,S_s)-1-methyl-1-phenyl-2-(p-tolylsulfinyl)ethyl]-2-methoxy-1-naphthalenesulfinamide

Chemical Property:

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Technology Process of (S)-N-[(1S,S_s)-1-methyl-1-phenyl-2-(p-tolylsulfinyl)ethyl]-2-methoxy-1-naphthalenesulfinamide

There total 1 articles about (S)-N-[(1S,S_s)-1-methyl-1-phenyl-2-(p-tolylsulfinyl)ethyl]-2-methoxy-1-naphthalenesulfinamide 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: 82.0%

(S)-methyl p-tolyl sulfoxide (5056-07-5) + (S)-N-[(E)-1-phenylethylidene]-2-methoxy-1-naphthalenesulfinamide → (S)-N-[(1S,Ss)-1-methyl-1-phenyl-2-(p-tolylsulfinyl)ethyl]-2-methoxy-1-naphthalenesulfinamide (737777-10-5)

Guidance literature:

(S)-methyl p-tolyl sulfoxide; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

(S)-N-[(E)-1-phenylethylidene]-2-methoxy-1-naphthalenesulfinamide; In tetrahydrofuran; hexane; at -78 ℃; for 24h;

DOI:10.1021/jo049666s

Reference yield:

(S)-N-[(1S,Ss)-1-methyl-1-phenyl-2-(p-tolylsulfinyl)ethyl]-2-methoxy-1-naphthalenesulfinamide (737777-10-5) → (1S,Rs)-1-methyl-1-phenyl-2-(p-tolylsulfinyl)ethylamine (737777-23-0)

Guidance literature:

With trifluoroacetic acid; In methanol; at 0 ℃; for 3h;

DOI:10.1021/jo049666s

Reference yield:

(S)-N-[(1S,Ss)-1-methyl-1-phenyl-2-(p-tolylsulfinyl)ethyl]-2-methoxy-1-naphthalenesulfinamide (737777-10-5) → trifluoro-acetic acid 2-tert-butoxycarbonylamino-2-phenyl-propyl ester (1027897-39-7)

Guidance literature:

Multi-step reaction with 3 steps

1: trifluoroacetic acid / methanol / 3 h / 0 °C

2: 45 percent / triethylamine / acetonitrile / 15 h / 20 °C

3: sym-collidine / acetonitrile / 0.08 h / 0 °C

With 2,4,6-trimethyl-pyridine; triethylamine; trifluoroacetic acid; In methanol; acetonitrile; 3: Pummerer reaction;

DOI:10.1021/jo049666s

upstream raw materials:

(S)-methyl p-tolyl sulfoxide

Downstream raw materials:

(1S,R_s)-1-methyl-1-phenyl-2-(p-tolylsulfinyl)ethylamine

trifluoro-acetic acid 2-tert-butoxycarbonylamino-2-phenyl-propyl ester

tert-butyl N-[(1S,R_s)-1-methyl-1-phenyl-2-(p-tolylsulfinyl)ethyl]carbamate

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