methyl (E)-(7S)-6-aza-8-bromo-7-((S)-sec-butyl)-6-(p-toluenesulfonyl)oct-2-enoate

Base Information

• Chemical Name: methyl (E)-(7S)-6-aza-8-bromo-7-((S)-sec-butyl)-6-(p-toluenesulfonyl)oct-2-enoate
• CAS No.: 903516-42-7
• Molecular Formula: C₁₉H₂₈BrNO₄S
• Molecular Weight: 446.406

Synonyms:methyl (E)-(7S)-6-aza-8-bromo-7-((S)-sec-butyl)-6-(p-toluenesulfonyl)oct-2-enoate

Chemical Property of methyl (E)-(7S)-6-aza-8-bromo-7-((S)-sec-butyl)-6-(p-toluenesulfonyl)oct-2-enoate

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Technology Process of methyl (E)-(7S)-6-aza-8-bromo-7-((S)-sec-butyl)-6-(p-toluenesulfonyl)oct-2-enoate

There total 1 articles about methyl (E)-(7S)-6-aza-8-bromo-7-((S)-sec-butyl)-6-(p-toluenesulfonyl)oct-2-enoate 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: 73.0%

methyl (S)-6-aza-7-((S)-sec-butyl)-8-hydroxy-6-(p-toluenesulfonyl)oct-2-enoate → methyl (Z)-(7S)-6-aza-8-bromo-7-((S)-sec-butyl)-6-(p-toluenesulfonyl)oct-2-enoate + methyl (E)-(7S)-6-aza-8-bromo-7-((S)-sec-butyl)-6-(p-toluenesulfonyl)oct-2-enoate (903516-42-7)

Guidance literature:

With carbon tetrabromide; triphenylphosphine; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1021/jo060495w

Reference yield:

methyl (E)-(7S)-6-aza-8-bromo-7-((S)-sec-butyl)-6-(p-toluenesulfonyl)oct-2-enoate (903516-42-7) → (2R,4R)-2-sec-butyl-4-(methoxycarbonylmethyl)-1-(p-toluenesulfonyl)piperidine + (2R,4S)-2-sec-butyl-4-(methoxycarbonylmethyl)-1-(p-toluenesulfonyl)piperidine + (2R,4S)-4-methoxycarbonylmethyl-2-(1'-methyl-1'-p-tolylpropyl)piperidinium bromide

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tris-(trimethylsilyl)silane; In toluene; at 90 ℃;

DOI:10.1021/jo060495w

Reference yield:

methyl (E)-(7S)-6-aza-8-bromo-7-((S)-sec-butyl)-6-(p-toluenesulfonyl)oct-2-enoate (903516-42-7) → (2R,4R)-2-sec-butyl-4-(methoxycarbonylmethyl)-1-(p-toluenesulfonyl)piperidine + (2R,4S)-2-sec-butyl-4-(methoxycarbonylmethyl)-1-(p-toluenesulfonyl)piperidine

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; at 80 - 90 ℃;

DOI:10.1021/jo060495w

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