(5R)-6-(tert-butyldimethylsiloxy)-5-[N-(2,4,6-trimethylphenylsulfonyl)amino]hexa-1,2-diene

Base Information

Chemical Name:(5R)-6-(tert-butyldimethylsiloxy)-5-[N-(2,4,6-trimethylphenylsulfonyl)amino]hexa-1,2-diene
CAS No.:354988-11-7
Molecular Formula:C₂₁H₃₅NO₃SSi
Molecular Weight:409.665
Hs Code.:

Synonyms:(5R)-6-(tert-butyldimethylsiloxy)-5-[N-(2,4,6-trimethylphenylsulfonyl)amino]hexa-1,2-diene

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Chemical Property of (5R)-6-(tert-butyldimethylsiloxy)-5-[N-(2,4,6-trimethylphenylsulfonyl)amino]hexa-1,2-diene

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Technology Process of (5R)-6-(tert-butyldimethylsiloxy)-5-[N-(2,4,6-trimethylphenylsulfonyl)amino]hexa-1,2-diene

There total 5 articles about (5R)-6-(tert-butyldimethylsiloxy)-5-[N-(2,4,6-trimethylphenylsulfonyl)amino]hexa-1,2-diene 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:

: 773-64-8
2-mesitylenesulphonyl chloride

: 1-(tert-butyl-dimethyl-silanyloxymethyl)-penta-3,4-dienylamine

: 354988-11-7
(5R)-6-(tert-butyldimethylsiloxy)-5-[N-(2,4,6-trimethylphenylsulfonyl)amino]hexa-1,2-diene

Guidance literature:: With triethylamine; In chloroform; at 20 ℃; for 3h;
DOI:10.1021/jo015683v

Reference yield:

: 152491-85-5
(R)-[1-(tert-butyl-dimethyl-silanyloxymethyl)-2-hydroxy-ethyl]-carbamic acid tert-butyl ester

: 354988-11-7
(5R)-6-(tert-butyldimethylsiloxy)-5-[N-(2,4,6-trimethylphenylsulfonyl)amino]hexa-1,2-diene

Guidance literature:: Multi-step reaction with 5 steps

1.1: 70 percent / Et₃N; DMAP / tetrahydrofuran / 48 h / 20 °C

2.1: 27 percent / NaI / acetone / 24 h / 20 °C

3.1: 1,2-dibromoethane; Zn; TMSCl / dimethylformamide / 0.5 h / 0 °C

3.2: CuCN; LiCl / dimethylformamide; tetrahydrofuran / 0.17 h / -78 °C

3.3: 49 percent / tetrahydrofuran; dimethylformamide / -78 - 0 °C

4.1: CF₃CO₂H / 4 h / 20 °C

5.1: Et₃N / CHCl₃ / 3 h / 20 °C

With dmap; chloro-trimethyl-silane; ethylene dibromide; triethylamine; trifluoroacetic acid; sodium iodide; zinc; In tetrahydrofuran; chloroform; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jo015683v

Reference yield:

: 354988-05-9
(2S)-2-[N-(tert-butoxycarbonyl)amino]-3-(tert-butyldimethylsiloxy)-1-iodopropane

: 354988-11-7
(5R)-6-(tert-butyldimethylsiloxy)-5-[N-(2,4,6-trimethylphenylsulfonyl)amino]hexa-1,2-diene

Guidance literature:: Multi-step reaction with 3 steps

1.1: 1,2-dibromoethane; Zn; TMSCl / dimethylformamide / 0.5 h / 0 °C

1.2: CuCN; LiCl / dimethylformamide; tetrahydrofuran / 0.17 h / -78 °C

1.3: 49 percent / tetrahydrofuran; dimethylformamide / -78 - 0 °C

2.1: CF₃CO₂H / 4 h / 20 °C

3.1: Et₃N / CHCl₃ / 3 h / 20 °C

With chloro-trimethyl-silane; ethylene dibromide; triethylamine; trifluoroacetic acid; zinc; In chloroform; N,N-dimethyl-formamide;
DOI:10.1021/jo015683v