ethyl (2E,5S,6S)-6-[(tert-butoxycarbonyl)amino]-5-{[(tert-butyldimethylsilyl)oxy]methyl}-6-(4-methylphenyl)hex-2-enoate

Base Information

Chemical Name:ethyl (2E,5S,6S)-6-[(tert-butoxycarbonyl)amino]-5-{[(tert-butyldimethylsilyl)oxy]methyl}-6-(4-methylphenyl)hex-2-enoate
CAS No.:1202366-21-9
Molecular Formula:C₂₇H₄₅NO₅Si
Molecular Weight:491.744
Hs Code.:

Synonyms:ethyl (2E,5S,6S)-6-[(tert-butoxycarbonyl)amino]-5-{[(tert-butyldimethylsilyl)oxy]methyl}-6-(4-methylphenyl)hex-2-enoate

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Chemical Property of ethyl (2E,5S,6S)-6-[(tert-butoxycarbonyl)amino]-5-{[(tert-butyldimethylsilyl)oxy]methyl}-6-(4-methylphenyl)hex-2-enoate

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Technology Process of ethyl (2E,5S,6S)-6-[(tert-butoxycarbonyl)amino]-5-{[(tert-butyldimethylsilyl)oxy]methyl}-6-(4-methylphenyl)hex-2-enoate

There total 1 articles about ethyl (2E,5S,6S)-6-[(tert-butoxycarbonyl)amino]-5-{[(tert-butyldimethylsilyl)oxy]methyl}-6-(4-methylphenyl)hex-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: 100.0%

: 1202366-13-9
ethyl (2E,5S,6S)-6-[(tert-butoxycarbonyl)amino]-5-(hydroxymethyl)-6-(4-methylphenyl)hex-2-enoate

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1202366-21-9
ethyl (2E,5S,6S)-6-[(tert-butoxycarbonyl)amino]-5-{[(tert-butyldimethylsilyl)oxy]methyl}-6-(4-methylphenyl)hex-2-enoate

Guidance literature:: With 1H-imidazole; dmap; In dichloromethane; at 20 ℃; Inert atmosphere;
DOI:10.1002/ejoc.200900787

Reference yield: 92.0%

: 1202366-21-9
ethyl (2E,5S,6S)-6-[(tert-butoxycarbonyl)amino]-5-{[(tert-butyldimethylsilyl)oxy]methyl}-6-(4-methylphenyl)hex-2-enoate

: 1202366-30-0
tert-butyl (2S,3S,5S)-3-{[(tert-butyldimethylsilyl)oxy]methyl}-5-(2-ethoxy-2-oxoethyl)-2-(4-methylphenyl)pyrrolidine-1-carboxylate

Guidance literature:: With sodium ethanolate; In tetrahydrofuran; N,N-dimethyl-formamide; at -78 ℃; for 0.666667h; optical yield given as %de; diastereoselective reaction; Inert atmosphere;
DOI:10.1002/ejoc.200900787

Reference yield: 88.0%

: 1202366-21-9
ethyl (2E,5S,6S)-6-[(tert-butoxycarbonyl)amino]-5-{[(tert-butyldimethylsilyl)oxy]methyl}-6-(4-methylphenyl)hex-2-enoate

: 1202366-37-7
tert-butyl (2S,3S,5R)-3-{[(tert-butyldimethylsilyl)oxy]methyl}-5-(2-ethoxy-2-oxoethyl)-2-(4-methylphenyl)pyrrolidine-1-carboxylate

Guidance literature:: With potassium tert-butylate; In tetrahydrofuran; N,N-dimethyl-formamide; at -78 ℃; for 0.666667h; optical yield given as %de; diastereoselective reaction; Inert atmosphere;
DOI:10.1002/ejoc.200900787