(5S,2'R,3'S)-5-isopropyl-3-phenyl-1-[2'-methyl-3'-(p-methoxyphenylamino)-3'-(2''-thienyl)propionyl]hydantoin

Base Information

Chemical Name:(5S,2'R,3'S)-5-isopropyl-3-phenyl-1-[2'-methyl-3'-(p-methoxyphenylamino)-3'-(2''-thienyl)propionyl]hydantoin
CAS No.:1412838-40-4
Molecular Formula:C₂₇H₂₉N₃O₄S
Molecular Weight:491.611
Hs Code.:

Synonyms:(5S,2'R,3'S)-5-isopropyl-3-phenyl-1-[2'-methyl-3'-(p-methoxyphenylamino)-3'-(2''-thienyl)propionyl]hydantoin

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Chemical Property of (5S,2'R,3'S)-5-isopropyl-3-phenyl-1-[2'-methyl-3'-(p-methoxyphenylamino)-3'-(2''-thienyl)propionyl]hydantoin

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Technology Process of (5S,2'R,3'S)-5-isopropyl-3-phenyl-1-[2'-methyl-3'-(p-methoxyphenylamino)-3'-(2''-thienyl)propionyl]hydantoin

There total 4 articles about (5S,2'R,3'S)-5-isopropyl-3-phenyl-1-[2'-methyl-3'-(p-methoxyphenylamino)-3'-(2''-thienyl)propionyl]hydantoin 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:

: 13533-27-2
(E)-4-methoxy-N-(2-thiophenylidene)aniline

: 1412837-73-0
(S)-5-isopropyl-3-phenyl-1-propionylhydantoin

: 1412838-40-4
(5S,2'R,3'S)-5-isopropyl-3-phenyl-1-[2'-methyl-3'-(p-methoxyphenylamino)-3'-(2''-thienyl)propionyl]hydantoin

: (5S,2'R,3'R)-5-isopropyl-3-phenyl-1-[2'-methyl-3'-(p-methoxyphenylamino)-3'-(2''-thienyl)propionyl]hydantoin

Guidance literature:: (S)-5-isopropyl-3-phenyl-1-propionylhydantoin; With titanium tetrachloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 ℃; for 0.5h; Inert atmosphere;

(E)-4-methoxy-N-(2-thiophenylidene)aniline; In dichloromethane; at 0 ℃; Overall yield = 58 %; diastereoselective reaction; Inert atmosphere;
DOI:10.1016/j.tetasy.2012.09.006

Reference yield:

: 103-71-9
phenyl isocyanate

: 1412838-40-4
(5S,2'R,3'S)-5-isopropyl-3-phenyl-1-[2'-methyl-3'-(p-methoxyphenylamino)-3'-(2''-thienyl)propionyl]hydantoin

: (5S,2'R,3'R)-5-isopropyl-3-phenyl-1-[2'-methyl-3'-(p-methoxyphenylamino)-3'-(2''-thienyl)propionyl]hydantoin

Guidance literature:: Multi-step reaction with 4 steps

1.1: pyridine / 20 °C

2.1: hydrogenchloride / water / Reflux

3.1: dmap; triethylamine / dichloromethane / 0 °C

4.1: titanium tetrachloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

4.2: 0 °C / Inert atmosphere

With pyridine; hydrogenchloride; dmap; titanium tetrachloride; triethylamine; N-ethyl-N,N-diisopropylamine; In dichloromethane; water; 4.2: |Mannich Aminomethylation;
DOI:10.1016/j.tetasy.2012.09.006

Reference yield:

: 6306-52-1
L-valine methylester hydrochloride

: 1412838-40-4
(5S,2'R,3'S)-5-isopropyl-3-phenyl-1-[2'-methyl-3'-(p-methoxyphenylamino)-3'-(2''-thienyl)propionyl]hydantoin

: (5S,2'R,3'R)-5-isopropyl-3-phenyl-1-[2'-methyl-3'-(p-methoxyphenylamino)-3'-(2''-thienyl)propionyl]hydantoin

Guidance literature:: Multi-step reaction with 4 steps

1.1: pyridine / 20 °C

2.1: hydrogenchloride / water / Reflux

3.1: dmap; triethylamine / dichloromethane / 0 °C

4.1: titanium tetrachloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

4.2: 0 °C / Inert atmosphere

With pyridine; hydrogenchloride; dmap; titanium tetrachloride; triethylamine; N-ethyl-N,N-diisopropylamine; In dichloromethane; water; 4.2: |Mannich Aminomethylation;
DOI:10.1016/j.tetasy.2012.09.006