tert-butyl (4S,5S,1'S)-5-(1'-cyanohydroxymethyl)-1-(4-methoxyphenyl)-2-oxoimidazolidine-4-carboxylate

Base Information

Chemical Name:tert-butyl (4S,5S,1'S)-5-(1'-cyanohydroxymethyl)-1-(4-methoxyphenyl)-2-oxoimidazolidine-4-carboxylate
CAS No.:736151-95-4
Molecular Formula:C₁₇H₂₁N₃O₅
Molecular Weight:347.371
Hs Code.:

Synonyms:tert-butyl (4S,5S,1'S)-5-(1'-cyanohydroxymethyl)-1-(4-methoxyphenyl)-2-oxoimidazolidine-4-carboxylate

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Chemical Property of tert-butyl (4S,5S,1'S)-5-(1'-cyanohydroxymethyl)-1-(4-methoxyphenyl)-2-oxoimidazolidine-4-carboxylate

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Technology Process of tert-butyl (4S,5S,1'S)-5-(1'-cyanohydroxymethyl)-1-(4-methoxyphenyl)-2-oxoimidazolidine-4-carboxylate

There total 2 articles about tert-butyl (4S,5S,1'S)-5-(1'-cyanohydroxymethyl)-1-(4-methoxyphenyl)-2-oxoimidazolidine-4-carboxylate 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: 32.0%

: 7677-24-9
trimethylsilyl cyanide

: 736151-93-2
4-tert-butyl 5-ethyl (4S,5S)-1-(4-methoxyphenyl)-2-oxoimidazolidine-4,5-dicarboxylate

: 736151-95-4
tert-butyl (4S,5S,1'S)-5-(1'-cyanohydroxymethyl)-1-(4-methoxyphenyl)-2-oxoimidazolidine-4-carboxylate

: 736152-12-8
tert-butyl (4S,5S,1'R)-5-(1'-cyanohydroxymethyl)-1-(4-methoxyphenyl)-2-oxoimidazolidine-4-carboxylate

Guidance literature:: 4-tert-butyl 5-ethyl (4S,5S)-1-(4-methoxyphenyl)-2-oxoimidazolidine-4,5-dicarboxylate; With diisobutylaluminium hydride; In diethyl ether; dichloromethane; toluene; at -78 ℃; for 1h;

trimethylsilyl cyanide; In diethyl ether; dichloromethane; toluene; at -78 - 0 ℃; for 7h;
DOI:10.1021/ol049215u

Reference yield:

: 81477-94-3
N-(diphenylmethylene)glycine tert-butyl ester

: 736151-95-4
tert-butyl (4S,5S,1'S)-5-(1'-cyanohydroxymethyl)-1-(4-methoxyphenyl)-2-oxoimidazolidine-4-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: (R,R)-3,4,5-F₃-C₆H₂-NAS-Br; aq. NaOH / 1,3,5-trimethyl-benzene / 6 h / -20 °C

1.2: 1.04 g / Et₃N / CH₂Cl₂ / 1 h / 0 °C

2.1: DIBAL-H / CH₂Cl₂; diethyl ether; toluene / 1 h / -78 °C

2.2: 32 percent / CH₂Cl₂; diethyl ether; toluene / 7 h / -78 - 0 °C

With sodium hydroxide; (R,R)-3,4,5-F₃-C₆H₂-NAS-Br; diisobutylaluminium hydride; In diethyl ether; dichloromethane; toluene; 1,3,5-trimethyl-benzene; 1.1: Mannich reaction;
DOI:10.1021/ol049215u