ethyl (E)-(5S)-6-phenyl-5-[(tert-butyloxycarbonyl)amino]-4-oxo-2-hexenoate

Base Information

Chemical Name:ethyl (E)-(5S)-6-phenyl-5-[(tert-butyloxycarbonyl)amino]-4-oxo-2-hexenoate
CAS No.:152359-60-9
Molecular Formula:C₁₉H₂₅NO₅
Molecular Weight:347.411
Hs Code.:

Synonyms:ethyl (E)-(5S)-6-phenyl-5-[(tert-butyloxycarbonyl)amino]-4-oxo-2-hexenoate

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Chemical Property of ethyl (E)-(5S)-6-phenyl-5-[(tert-butyloxycarbonyl)amino]-4-oxo-2-hexenoate

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Technology Process of ethyl (E)-(5S)-6-phenyl-5-[(tert-butyloxycarbonyl)amino]-4-oxo-2-hexenoate

There total 10 articles about ethyl (E)-(5S)-6-phenyl-5-[(tert-butyloxycarbonyl)amino]-4-oxo-2-hexenoate 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: 68.0%

: (S)-5-tert-Butoxycarbonylamino-4-hydroxy-6-phenyl-hex-2-ynoic acid ethyl ester

: 152359-60-9
ethyl (E)-(5S)-6-phenyl-5-[(tert-butyloxycarbonyl)amino]-4-oxo-2-hexenoate

Guidance literature:: With tributylphosphine; Wilkinson's catalyst; In toluene; at 110 ℃; for 12h;
DOI:10.1016/0040-4039(95)00768-8

Reference yield:

: 924-44-7
glyoxylic acid ethyl ester

: 176504-90-8
dimethyl [(3S)-4-phenyl-3-[N-(tert-butyloxycarbonyl)amino]-2-oxobutyl]phosphonate

: ethyl (5R,2E)-5-[N-(tert-butoxycarbonyl)amino]-4-oxo-6-phenylhex-2-enoate

: 152359-60-9
ethyl (E)-(5S)-6-phenyl-5-[(tert-butyloxycarbonyl)amino]-4-oxo-2-hexenoate

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; triethylamine; lithium chloride; In acetonitrile; at 0 ℃; for 1.5h; optical yield given as %ee;
DOI:10.1021/jo9005602

Reference yield:

: 924-44-7
glyoxylic acid ethyl ester

: 176504-90-8
dimethyl [(3S)-4-phenyl-3-[N-(tert-butyloxycarbonyl)amino]-2-oxobutyl]phosphonate

: ethyl (Z)-(5S)-6-phenyl-5-[(tert-butyloxycarbonyl)amino]-4-oxo-2-hexenoate

: 152359-60-9
ethyl (E)-(5S)-6-phenyl-5-[(tert-butyloxycarbonyl)amino]-4-oxo-2-hexenoate

Guidance literature:: With potassium carbonate; In ethanol; at 25 ℃; Title compound not separated from byproducts;
DOI:10.1016/j.bmcl.2006.06.003