(-)-2,2,2-trichloro-N-((2S,3E,5E,R(S))-5-(p-tolylsulfinyl)deca-3,5-dien-2-yl)acetamide

Base Information

Chemical Name:(-)-2,2,2-trichloro-N-((2S,3E,5E,R(S))-5-(p-tolylsulfinyl)deca-3,5-dien-2-yl)acetamide
CAS No.:1380097-01-7
Molecular Formula:C₁₉H₂₄Cl₃NO₂S
Molecular Weight:436.83
Hs Code.:

Synonyms:(-)-2,2,2-trichloro-N-((2S,3E,5E,R(S))-5-(p-tolylsulfinyl)deca-3,5-dien-2-yl)acetamide

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Chemical Property of (-)-2,2,2-trichloro-N-((2S,3E,5E,R(S))-5-(p-tolylsulfinyl)deca-3,5-dien-2-yl)acetamide

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Technology Process of (-)-2,2,2-trichloro-N-((2S,3E,5E,R(S))-5-(p-tolylsulfinyl)deca-3,5-dien-2-yl)acetamide

There total 4 articles about (-)-2,2,2-trichloro-N-((2S,3E,5E,R(S))-5-(p-tolylsulfinyl)deca-3,5-dien-2-yl)acetamide 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: 97.0%

: 1380096-51-4
(+)-(4S,2E,5E,S(S))-5-(p-tolylsulfinyl)deca-2,5-dien-4-ol

: 545-06-2
trichloroacetonitrile

: 1380097-01-7
(-)-2,2,2-trichloro-N-((2S,3E,5E,R(S))-5-(p-tolylsulfinyl)deca-3,5-dien-2-yl)acetamide

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 0 - 20 ℃; stereoselective reaction; Inert atmosphere;
DOI:10.1021/acs.joc.6b00365

Reference yield:

: 1380096-72-9
C₁₉H₂₄Cl₃NO₂S

: 1380097-01-7
(-)-2,2,2-trichloro-N-((2S,3E,5E,R(S))-5-(p-tolylsulfinyl)deca-3,5-dien-2-yl)acetamide

Guidance literature:: With 2,6-di-tert-butyl-4-methyl-phenol; In N,N-dimethyl-formamide; at 100 ℃; for 24h; diastereoselective reaction; Inert atmosphere;
DOI:10.1021/ol301139a

Reference yield:

: 1380096-51-4
(+)-(4S,2E,5E,S(S))-5-(p-tolylsulfinyl)deca-2,5-dien-4-ol

: 1380097-01-7
(-)-2,2,2-trichloro-N-((2S,3E,5E,R(S))-5-(p-tolylsulfinyl)deca-3,5-dien-2-yl)acetamide

Guidance literature:: Multi-step reaction with 2 steps

1: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 0.25 h / 0 - 20 °C / Inert atmosphere

2: 2,6-di-tert-butyl-4-methyl-phenol / N,N-dimethyl-formamide / 24 h / 100 °C / Inert atmosphere

With 2,6-di-tert-butyl-4-methyl-phenol; 1,8-diazabicyclo[5.4.0]undec-7-ene; In N,N-dimethyl-formamide; acetonitrile; 2: Overman rearrangement;
DOI:10.1021/ol301139a