tert-butyl (4S,5S,1'R)-5-(2'-N-(tert-butoxycarbonyl)-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-(tert-butoxycarbonyl)-N-(4-methoxybenzyl)amino-1'-hydroxyethyl)-1-(4-methoxyphenyl)-2-oxoimidazolidine-4-carboxylate
CAS No.:736152-02-6
Molecular Formula:C₃₀H₄₁N₃O₈
Molecular Weight:571.671
Hs Code.:

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

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

There total 8 articles about tert-butyl (4S,5S,1'R)-5-(2'-N-(tert-butoxycarbonyl)-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: 53.0%

: 736152-21-9
tert-butyl (4S,5S)-5-(2'-N-(tert-butoxycarbonyl)-N-(4-methoxybenzyl)aminoacetyl)-1-(4-methoxyphenyl)-2-oxoimidazolidine-4-carboxylate

: 736152-02-6
tert-butyl (4S,5S,1'R)-5-(2'-N-(tert-butoxycarbonyl)-N-(4-methoxybenzyl)amino-1'-hydroxyethyl)-1-(4-methoxyphenyl)-2-oxoimidazolidine-4-carboxylate

: 736152-19-5
tert-butyl (4S,5S,1'S)-5-(2'-N-(tert-butoxycarbonyl)-N-(4-methoxybenzyl)amino-1'-hydroxyethyl)-1-(4-methoxyphenyl)-2-oxoimidazolidine-4-carboxylate

Guidance literature:: With zinc(II) tetrahydroborate; In tetrahydrofuran; toluene; at -78 ℃; for 6h;
DOI:10.1021/ol049215u

Reference yield:

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

: 736152-02-6
tert-butyl (4S,5S,1'R)-5-(2'-N-(tert-butoxycarbonyl)-N-(4-methoxybenzyl)amino-1'-hydroxyethyl)-1-(4-methoxyphenyl)-2-oxoimidazolidine-4-carboxylate

Guidance literature:: Multi-step reaction with 7 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: 48 percent / CH₂Cl₂; diethyl ether; toluene / 7 h / -78 - 0 °C

3.1: AcOH; H₂ / PtO₂ / 20 °C

4.1: Na₂SO₄ / CH₂Cl₂ / 8 h / 20 °C

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

5.1: 98 percent / Et₃N / CH₂Cl₂ / 5 h / 0 °C

6.1: 97 percent / oxalyl chloride; DMSO; iPr₂NEt / CH₂Cl₂ / -78 °C

7.1: 53 percent / Zn(BH₄)2 / tetrahydrofuran; toluene / 6 h / -78 °C

With sodium hydroxide; zinc(II) tetrahydroborate; oxalyl dichloride; (R,R)-3,4,5-F₃-C₆H₂-NAS-Br; hydrogen; diisobutylaluminium hydride; acetic acid; dimethyl sulfoxide; sodium sulfate; triethylamine; N-ethyl-N,N-diisopropylamine; platinum(IV) oxide; In tetrahydrofuran; diethyl ether; dichloromethane; toluene; 1,3,5-trimethyl-benzene; 1.1: Mannich reaction / 6.1: Swern oxidation;
DOI:10.1021/ol049215u

Reference yield:

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

: 736152-02-6
tert-butyl (4S,5S,1'R)-5-(2'-N-(tert-butoxycarbonyl)-N-(4-methoxybenzyl)amino-1'-hydroxyethyl)-1-(4-methoxyphenyl)-2-oxoimidazolidine-4-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: AcOH; H₂ / PtO₂ / 20 °C

2.1: Na₂SO₄ / CH₂Cl₂ / 8 h / 20 °C

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

3.1: 98 percent / Et₃N / CH₂Cl₂ / 5 h / 0 °C

4.1: 97 percent / oxalyl chloride; DMSO; iPr₂NEt / CH₂Cl₂ / -78 °C

5.1: 53 percent / Zn(BH₄)2 / tetrahydrofuran; toluene / 6 h / -78 °C

With zinc(II) tetrahydroborate; oxalyl dichloride; hydrogen; acetic acid; dimethyl sulfoxide; sodium sulfate; triethylamine; N-ethyl-N,N-diisopropylamine; platinum(IV) oxide; In tetrahydrofuran; dichloromethane; toluene; 4.1: Swern oxidation;
DOI:10.1021/ol049215u