benzyl N-[(1S,2R,R_s)-1-methyl-1-phenyl-2-(p-tolylsulfinyl)propyl]carbamate

Base Information

• Chemical Name: benzyl N-[(1S,2R,R_s)-1-methyl-1-phenyl-2-(p-tolylsulfinyl)propyl]carbamate
• CAS No.: 737777-33-2
• Molecular Formula: C₂₅H₂₇NO₃S
• Molecular Weight: 421.56

Synonyms:benzyl N-[(1S,2R,R_s)-1-methyl-1-phenyl-2-(p-tolylsulfinyl)propyl]carbamate

Chemical Property of benzyl N-[(1S,2R,R_s)-1-methyl-1-phenyl-2-(p-tolylsulfinyl)propyl]carbamate

Chemical Property:

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Technology Process of benzyl N-[(1S,2R,R_s)-1-methyl-1-phenyl-2-(p-tolylsulfinyl)propyl]carbamate

There total 4 articles about benzyl N-[(1S,2R,R_s)-1-methyl-1-phenyl-2-(p-tolylsulfinyl)propyl]carbamate 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%

benzyl chloroformate (501-53-1,94274-21-2) + (1S,2R,Rs)-1-methyl-1-phenyl-2-(p-tolylsulfinyl)propylamine (737777-25-2) → benzyl N-[(1S,2R,Rs)-1-methyl-1-phenyl-2-(p-tolylsulfinyl)propyl]carbamate (737777-33-2)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 20 ℃; for 5h;

DOI:10.1021/jo049666s

Reference yield:

(+)-(R)-ethyl p-tolyl sulfoxide (1519-40-0) → benzyl N-[(1S,2R,Rs)-1-methyl-1-phenyl-2-(p-tolylsulfinyl)propyl]carbamate (737777-33-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: iPr₂NLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

1.2: tetrahydrofuran; hexane / 24 h / 0 °C

2.1: 90 percent / trifluoroacetic acid / methanol / 3 h / 0 °C

3.1: 84 percent / NaH / tetrahydrofuran / 5 h / 20 °C

With sodium hydride; trifluoroacetic acid; lithium diisopropyl amide; In tetrahydrofuran; methanol; hexane;

DOI:10.1021/jo049666s

Reference yield:

(S)-N-[(E)-1-phenylethylidene]-2-methoxy-1-naphthalenesulfinamide → benzyl N-[(1S,2R,Rs)-1-methyl-1-phenyl-2-(p-tolylsulfinyl)propyl]carbamate (737777-33-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: iPr₂NLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

1.2: tetrahydrofuran; hexane / 24 h / 0 °C

2.1: 90 percent / trifluoroacetic acid / methanol / 3 h / 0 °C

3.1: 84 percent / NaH / tetrahydrofuran / 5 h / 20 °C

With sodium hydride; trifluoroacetic acid; lithium diisopropyl amide; In tetrahydrofuran; methanol; hexane;

DOI:10.1021/jo049666s

upstream raw materials:

benzyl chloroformate

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

(+)-(R)-ethyl p-tolyl sulfoxide

(S)-N-[(1S,2R,R_s)-1-methyl-1-phenyl-2-(p-tolylsulfinyl)propyl]-2-methoxy-1-naphthalenesulfinamide

Downstream raw materials:

benzyl N-[(1S,2S)-1-methyl-1-phenyl-2-hydroxypropyl]carbamate

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