methyl (S,2E)-6-aza-10-bromo-5-methyl-6-(p-toluenesulfonyl)deca-2,8-dienoate

Base Information

Chemical Name:methyl (S,2E)-6-aza-10-bromo-5-methyl-6-(p-toluenesulfonyl)deca-2,8-dienoate
CAS No.:1254356-19-8
Molecular Formula:C₁₈H₂₄BrNO₄S
Molecular Weight:430.363
Hs Code.:

Synonyms:methyl (S,2E)-6-aza-10-bromo-5-methyl-6-(p-toluenesulfonyl)deca-2,8-dienoate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of methyl (S,2E)-6-aza-10-bromo-5-methyl-6-(p-toluenesulfonyl)deca-2,8-dienoate

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Technology Process of methyl (S,2E)-6-aza-10-bromo-5-methyl-6-(p-toluenesulfonyl)deca-2,8-dienoate

There total 7 articles about methyl (S,2E)-6-aza-10-bromo-5-methyl-6-(p-toluenesulfonyl)deca-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: 95.0%

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

: 1254356-19-8
methyl (S,2E)-6-aza-10-bromo-5-methyl-6-(p-toluenesulfonyl)deca-2,8-dienoate

Guidance literature:: With bromine; triphenylphosphine; In dichloromethane; at 20 ℃; for 18h;
DOI:10.1021/jo101631y

Reference yield:

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

: 1254356-19-8
methyl (S,2E)-6-aza-10-bromo-5-methyl-6-(p-toluenesulfonyl)deca-2,8-dienoate

Guidance literature:: Multi-step reaction with 5 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

5.1: bromine; triphenylphosphine / dichloromethane / 18 h / 20 °C

With methanol; bromine; sodium methylate; diisobutylaluminium hydride; caesium carbonate; triphenylphosphine; 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

: 1254356-19-8
methyl (S,2E)-6-aza-10-bromo-5-methyl-6-(p-toluenesulfonyl)deca-2,8-dienoate

Guidance literature:: Multi-step reaction with 4 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

4.1: bromine; triphenylphosphine / dichloromethane / 18 h / 20 °C

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