tert-butyl (4S,5S,1'R)-5-(2'-N-(4-methoxybenzyl)amino-1'-hydroxyethyl)-1-(4-methoxyphenyl)-2-oxoimidazolidine-4-carboxylate

Base Information

Chemical Name:tert-butyl (4S,5S,1'R)-5-(2'-N-(4-methoxybenzyl)amino-1'-hydroxyethyl)-1-(4-methoxyphenyl)-2-oxoimidazolidine-4-carboxylate
CAS No.:736152-00-4
Molecular Formula:C₂₅H₃₃N₃O₆
Molecular Weight:471.554
Hs Code.:

Synonyms:tert-butyl (4S,5S,1'R)-5-(2'-N-(4-methoxybenzyl)amino-1'-hydroxyethyl)-1-(4-methoxyphenyl)-2-oxoimidazolidine-4-carboxylate

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Chemical Property of tert-butyl (4S,5S,1'R)-5-(2'-N-(4-methoxybenzyl)amino-1'-hydroxyethyl)-1-(4-methoxyphenyl)-2-oxoimidazolidine-4-carboxylate

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Technology Process of tert-butyl (4S,5S,1'R)-5-(2'-N-(4-methoxybenzyl)amino-1'-hydroxyethyl)-1-(4-methoxyphenyl)-2-oxoimidazolidine-4-carboxylate

There total 4 articles about tert-butyl (4S,5S,1'R)-5-(2'-N-(4-methoxybenzyl)amino-1'-hydroxyethyl)-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: 71.0%

: 123-11-5
4-methoxy-benzaldehyde

: 736151-97-6
tert-butyl (4S,5S,1'R)-5-(2'-amino-1'-hydroxyethyl)-1-(4-methoxyphenyl)-2-oxoimidazolidine-4-carboxylate

: 736152-00-4
tert-butyl (4S,5S,1'R)-5-(2'-N-(4-methoxybenzyl)amino-1'-hydroxyethyl)-1-(4-methoxyphenyl)-2-oxoimidazolidine-4-carboxylate

Guidance literature:: 4-methoxy-benzaldehyde; tert-butyl (4S,5S,1'R)-5-(2'-amino-1'-hydroxyethyl)-1-(4-methoxyphenyl)-2-oxoimidazolidine-4-carboxylate; With sodium sulfate; In dichloromethane; at 20 ℃; for 8h;

With sodium tetrahydroborate; In ethanol; at 0 ℃; for 1h;
DOI:10.1021/ol049215u

Reference yield:

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

: 736152-00-4
tert-butyl (4S,5S,1'R)-5-(2'-N-(4-methoxybenzyl)amino-1'-hydroxyethyl)-1-(4-methoxyphenyl)-2-oxoimidazolidine-4-carboxylate

Guidance literature:: Multi-step reaction with 4 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

3.1: AcOH; H₂ / PtO₂ / 2 h / 20 °C

4.1: Na₂SO₄ / CH₂Cl₂ / 8 h / 20 °C

4.2: 71 percent / NaBH₄ / ethanol / 1 h / 0 °C

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

Reference yield:

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

: 736152-00-4
tert-butyl (4S,5S,1'R)-5-(2'-N-(4-methoxybenzyl)amino-1'-hydroxyethyl)-1-(4-methoxyphenyl)-2-oxoimidazolidine-4-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: AcOH; H₂ / PtO₂ / 2 h / 20 °C

2.1: Na₂SO₄ / CH₂Cl₂ / 8 h / 20 °C

2.2: 71 percent / NaBH₄ / ethanol / 1 h / 0 °C

With hydrogen; acetic acid; sodium sulfate; platinum(IV) oxide; In dichloromethane;
DOI:10.1021/ol049215u