methyl (S,2E,8Z)-6-aza-5-methyl-6-(p-toluenesulfonyl)-10-[(tertbutyldimethylsilyl)oxy]dec-2,8-dienoate

Base Information

Chemical Name:methyl (S,2E,8Z)-6-aza-5-methyl-6-(p-toluenesulfonyl)-10-[(tertbutyldimethylsilyl)oxy]dec-2,8-dienoate
CAS No.:1254356-56-3
Molecular Formula:C₂₄H₃₉NO₅SSi
Molecular Weight:481.729
Hs Code.:

Synonyms:methyl (S,2E,8Z)-6-aza-5-methyl-6-(p-toluenesulfonyl)-10-[(tertbutyldimethylsilyl)oxy]dec-2,8-dienoate

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Chemical Property of methyl (S,2E,8Z)-6-aza-5-methyl-6-(p-toluenesulfonyl)-10-[(tertbutyldimethylsilyl)oxy]dec-2,8-dienoate

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Technology Process of methyl (S,2E,8Z)-6-aza-5-methyl-6-(p-toluenesulfonyl)-10-[(tertbutyldimethylsilyl)oxy]dec-2,8-dienoate

There total 6 articles about methyl (S,2E,8Z)-6-aza-5-methyl-6-(p-toluenesulfonyl)-10-[(tertbutyldimethylsilyl)oxy]dec-2,8-dienoate 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:

: 875438-78-1
(3S)-(p-toluenesulfonyl)amino-butyronitrile

: 1254356-56-3
methyl (S,2E,8Z)-6-aza-5-methyl-6-(p-toluenesulfonyl)-10-[(tertbutyldimethylsilyl)oxy]dec-2,8-dienoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: caesium carbonate / acetonitrile / 0.5 h / 20 °C

1.2: 18 h / 20 °C

2.1: methanol; sodium methylate / 1 h / 20 °C

3.1: diisobutylaluminium hydride / dichloromethane; toluene / 1 h / -78 °C / Inert atmosphere

3.2: 0.25 h / -78 - 20 °C / Inert atmosphere

4.1: dichloromethane / 18 h / 20 °C

With methanol; sodium methylate; diisobutylaluminium hydride; caesium carbonate; In dichloromethane; toluene; acetonitrile; 4.1: Wittig reaction;
DOI:10.1021/jo101631y

Reference yield:

: 1254356-17-6
(S,Z)-4-aza-3-methyl-4-(p-toluenesulfonyl)-8-(benzoyloxy)oct-6-enenitrile

: 1254356-56-3
methyl (S,2E,8Z)-6-aza-5-methyl-6-(p-toluenesulfonyl)-10-[(tertbutyldimethylsilyl)oxy]dec-2,8-dienoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: methanol; sodium methylate / 1 h / 20 °C

2.1: diisobutylaluminium hydride / dichloromethane; toluene / 1 h / -78 °C / Inert atmosphere

2.2: 0.25 h / -78 - 20 °C / Inert atmosphere

3.1: dichloromethane / 18 h / 20 °C

With methanol; sodium methylate; diisobutylaluminium hydride; In dichloromethane; toluene; 3.1: Wittig reaction;
DOI:10.1021/jo101631y

Reference yield:

: 1254356-54-1
C₁₅H₂₀N₂O₃S

: 1254356-56-3
methyl (S,2E,8Z)-6-aza-5-methyl-6-(p-toluenesulfonyl)-10-[(tertbutyldimethylsilyl)oxy]dec-2,8-dienoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: diisobutylaluminium hydride / dichloromethane; toluene / 1 h / -78 °C / Inert atmosphere

1.2: 0.25 h / -78 - 20 °C / Inert atmosphere

2.1: dichloromethane / 18 h / 20 °C

With diisobutylaluminium hydride; In dichloromethane; toluene; 2.1: Wittig reaction;
DOI:10.1021/jo101631y