methyl (2S,5E)-4-oxo-6-phenyl-2-(tert-butoxycarbonylamino)-hex-5-enoate

Base Information

Chemical Name:methyl (2S,5E)-4-oxo-6-phenyl-2-(tert-butoxycarbonylamino)-hex-5-enoate
CAS No.:1197335-50-4
Molecular Formula:C₁₈H₂₃NO₅
Molecular Weight:333.384
Hs Code.:

Synonyms:methyl (2S,5E)-4-oxo-6-phenyl-2-(tert-butoxycarbonylamino)-hex-5-enoate

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Chemical Property of methyl (2S,5E)-4-oxo-6-phenyl-2-(tert-butoxycarbonylamino)-hex-5-enoate

Chemical Property:

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Technology Process of methyl (2S,5E)-4-oxo-6-phenyl-2-(tert-butoxycarbonylamino)-hex-5-enoate

There total 6 articles about methyl (2S,5E)-4-oxo-6-phenyl-2-(tert-butoxycarbonylamino)-hex-5-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:

: 24424-99-5
di-tert-butyl dicarbonate

: C₂HF₃O₂*C₁₃H₁₅NO₃

: 1197335-50-4
methyl (2S,5E)-4-oxo-6-phenyl-2-(tert-butoxycarbonylamino)-hex-5-enoate

Guidance literature:: With triethylamine; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;
DOI:10.1039/b912782h

Reference yield:

: 87884-14-8
methyl (2S)-2-[(tert-butoxy)carbonylamino]-4-oxobutanoate

: 1197335-50-4
methyl (2S,5E)-4-oxo-6-phenyl-2-(tert-butoxycarbonylamino)-hex-5-enoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: tin(ll) chloride / diethyl ether; dichloromethane / 1 h / 20 °C / Inert atmosphere

2.1: lithium diisopropyl amide / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

2.2: 5 h / -78 °C / Inert atmosphere

With tin(ll) chloride; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; dichloromethane; 2.1: |Peterson Olefination / 2.2: |Peterson Olefination;
DOI:10.1016/j.tet.2014.11.059

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 1197335-50-4
methyl (2S,5E)-4-oxo-6-phenyl-2-(tert-butoxycarbonylamino)-hex-5-enoate

Guidance literature:: Multi-step reaction with 6 steps

1.1: chloro-trimethyl-silane / 25 h / 0 - 20 °C / Inert atmosphere

1.2: 2 h / Inert atmosphere

2.1: dmap / acetonitrile / 27 h / 20 °C / Inert atmosphere

3.1: diisobutylaluminium hydride / diethyl ether / 24 h / -78 °C / Inert atmosphere

4.1: lithium bromide / acetonitrile / 14 h / 65 °C / Inert atmosphere

5.1: tin(ll) chloride / diethyl ether; dichloromethane / 1 h / 20 °C / Inert atmosphere

6.1: lithium diisopropyl amide / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

6.2: 5 h / -78 °C / Inert atmosphere

With dmap; chloro-trimethyl-silane; diisobutylaluminium hydride; tin(ll) chloride; lithium bromide; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; dichloromethane; acetonitrile; 6.1: |Peterson Olefination / 6.2: |Peterson Olefination;
DOI:10.1016/j.tet.2014.11.059