(2'S,3'S,5S)-5-benzyl-3-phenyl-1-(3'-hydroxy-2'-methyl-3'-(4-cyanophenyl))propionylhydantoin

Base Information

Chemical Name:(2'S,3'S,5S)-5-benzyl-3-phenyl-1-(3'-hydroxy-2'-methyl-3'-(4-cyanophenyl))propionylhydantoin
CAS No.:1367349-24-3
Molecular Formula:C₂₇H₂₃N₃O₄
Molecular Weight:453.497
Hs Code.:

Synonyms:(2'S,3'S,5S)-5-benzyl-3-phenyl-1-(3'-hydroxy-2'-methyl-3'-(4-cyanophenyl))propionylhydantoin

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Chemical Property of (2'S,3'S,5S)-5-benzyl-3-phenyl-1-(3'-hydroxy-2'-methyl-3'-(4-cyanophenyl))propionylhydantoin

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Technology Process of (2'S,3'S,5S)-5-benzyl-3-phenyl-1-(3'-hydroxy-2'-methyl-3'-(4-cyanophenyl))propionylhydantoin

There total 5 articles about (2'S,3'S,5S)-5-benzyl-3-phenyl-1-(3'-hydroxy-2'-methyl-3'-(4-cyanophenyl))propionylhydantoin 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: 92.0%

: 1367349-17-4
C₁₉H₁₈N₂O₃

: 105-07-7
4-cyanobenzaldehyde

: 1367349-24-3
(2'S,3'S,5S)-5-benzyl-3-phenyl-1-(3'-hydroxy-2'-methyl-3'-(4-cyanophenyl))propionylhydantoin

Guidance literature:: C₁₉H₁₈N₂O₃; With di-n-butylboryl trifluoromethanesulfonate; In dichloromethane; at 0 ℃; for 0.25h;

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 ℃; for 0.25h;

4-cyanobenzaldehyde; In dichloromethane; at 0 ℃; for 6h; optical yield given as %de; diastereoselective reaction;
DOI:10.1016/j.tetasy.2011.12.013

Reference yield:

: 7524-50-7
methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

: 1367349-24-3
(2'S,3'S,5S)-5-benzyl-3-phenyl-1-(3'-hydroxy-2'-methyl-3'-(4-cyanophenyl))propionylhydantoin

Guidance literature:: Multi-step reaction with 4 steps

1.1: pyridine / 2 h / 20 °C

2.1: hydrogenchloride / water / 6 h / Reflux

3.1: dmap; triethylamine / 0.67 h / 0 °C

4.1: di-n-butylboryl trifluoromethanesulfonate / dichloromethane / 0.25 h / 0 °C

4.2: 0.25 h / 0 °C

4.3: 6 h / 0 °C

With pyridine; hydrogenchloride; dmap; di-n-butylboryl trifluoromethanesulfonate; triethylamine; In dichloromethane; water; 4.3: Aldol reaction;
DOI:10.1016/j.tetasy.2011.12.013

Reference yield:

: 138088-28-5,138088-48-9,23631-66-5
(S)-3-phenyl-2-(3-phenyl-ureido)-propionic acid methyl ester

: 1367349-24-3
(2'S,3'S,5S)-5-benzyl-3-phenyl-1-(3'-hydroxy-2'-methyl-3'-(4-cyanophenyl))propionylhydantoin

Guidance literature:: Multi-step reaction with 3 steps

1.1: hydrogenchloride / water / 6 h / Reflux

2.1: dmap; triethylamine / 0.67 h / 0 °C

3.1: di-n-butylboryl trifluoromethanesulfonate / dichloromethane / 0.25 h / 0 °C

3.2: 0.25 h / 0 °C

3.3: 6 h / 0 °C

With hydrogenchloride; dmap; di-n-butylboryl trifluoromethanesulfonate; triethylamine; In dichloromethane; water; 3.3: Aldol reaction;
DOI:10.1016/j.tetasy.2011.12.013