ethyl (4R,5E)-8-(3-chlorophenyl)-4-({[(2-methyl-2-propanyl)oxy]carbonyl}amino)-7-oxo-5-octenoate

Base Information

Chemical Name:ethyl (4R,5E)-8-(3-chlorophenyl)-4-({[(2-methyl-2-propanyl)oxy]carbonyl}amino)-7-oxo-5-octenoate
CAS No.:1365178-52-4
Molecular Formula:C₂₁H₂₈ClNO₅
Molecular Weight:409.91
Hs Code.:

Synonyms:ethyl (4R,5E)-8-(3-chlorophenyl)-4-({[(2-methyl-2-propanyl)oxy]carbonyl}amino)-7-oxo-5-octenoate

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Chemical Property of ethyl (4R,5E)-8-(3-chlorophenyl)-4-({[(2-methyl-2-propanyl)oxy]carbonyl}amino)-7-oxo-5-octenoate

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Technology Process of ethyl (4R,5E)-8-(3-chlorophenyl)-4-({[(2-methyl-2-propanyl)oxy]carbonyl}amino)-7-oxo-5-octenoate

There total 2 articles about ethyl (4R,5E)-8-(3-chlorophenyl)-4-({[(2-methyl-2-propanyl)oxy]carbonyl}amino)-7-oxo-5-octenoate 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:

: 346672-52-4
[3-(3-chloro-phenyl)-2-oxo-propyl]-phosphonic acid dimethyl ester

: 494224-49-6
(R)-ethyl 4-(tert-butoxycarbonylamino)-5-oxopentanoate

: 1365178-52-4
ethyl (4R,5E)-8-(3-chlorophenyl)-4-({[(2-methyl-2-propanyl)oxy]carbonyl}amino)-7-oxo-5-octenoate

Guidance literature:: [3-(3-chloro-phenyl)-2-oxo-propyl]-phosphonic acid dimethyl ester; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 - 20 ℃; for 0.5h; Inert atmosphere;

(R)-ethyl 4-(tert-butoxycarbonylamino)-5-oxopentanoate; In tetrahydrofuran; mineral oil; at 20 ℃; for 2h;
DOI:10.1016/j.bmc.2012.02.018

Reference yield:

: 597577-78-1
(4R)-4-t-butoxycarbonylamino-5-hydroxypentanoic acid ethyl ester

: 1365178-52-4
ethyl (4R,5E)-8-(3-chlorophenyl)-4-({[(2-methyl-2-propanyl)oxy]carbonyl}amino)-7-oxo-5-octenoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.67 h / -70 - -40 °C

1.2: 0.5 h / -40 - -5 °C

2.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 - 20 °C / Inert atmosphere

2.2: 2 h / 20 °C

With oxalyl dichloride; sodium hydride; dimethyl sulfoxide; In tetrahydrofuran; dichloromethane; mineral oil; 2.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1016/j.bmc.2012.02.018

Reference yield: 86.0%

: 1365178-52-4
ethyl (4R,5E)-8-(3-chlorophenyl)-4-({[(2-methyl-2-propanyl)oxy]carbonyl}amino)-7-oxo-5-octenoate

: 1365177-41-8
C₂₁H₃₀ClNO₅

Guidance literature:: With borane-THF; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; In tetrahydrofuran; toluene; at 20 ℃; for 1.08333h; enantioselective reaction; Inert atmosphere;
DOI:10.1016/j.bmc.2012.02.018