N-((S)-1-oxo-3-phenyl-1-((R,E)-1-phenyl-3-(phenylsulfonyl)allylamino)propan-2-yl)morpholine-4-carboxamide

Base Information

Chemical Name:N-((S)-1-oxo-3-phenyl-1-((R,E)-1-phenyl-3-(phenylsulfonyl)allylamino)propan-2-yl)morpholine-4-carboxamide
CAS No.:1253912-09-2
Molecular Formula:C₂₉H₃₁N₃O₅S
Molecular Weight:533.648
Hs Code.:

Synonyms:N-((S)-1-oxo-3-phenyl-1-((R,E)-1-phenyl-3-(phenylsulfonyl)allylamino)propan-2-yl)morpholine-4-carboxamide

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Chemical Property of N-((S)-1-oxo-3-phenyl-1-((R,E)-1-phenyl-3-(phenylsulfonyl)allylamino)propan-2-yl)morpholine-4-carboxamide

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Technology Process of N-((S)-1-oxo-3-phenyl-1-((R,E)-1-phenyl-3-(phenylsulfonyl)allylamino)propan-2-yl)morpholine-4-carboxamide

There total 10 articles about N-((S)-1-oxo-3-phenyl-1-((R,E)-1-phenyl-3-(phenylsulfonyl)allylamino)propan-2-yl)morpholine-4-carboxamide 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: 78.0%

: 1253911-96-4
(3R,E)-3-amino-3-phenyl-1-phenylsulfonyl-1-propene trifluoroacetate salt

: 114457-62-4
Nα-(4-morpholinecarbonyl)-L-phenylalanine

: 1253912-09-2
N-((S)-1-oxo-3-phenyl-1-((R,E)-1-phenyl-3-(phenylsulfonyl)allylamino)propan-2-yl)morpholine-4-carboxamide

Guidance literature:: Nα-(4-morpholinecarbonyl)-L-phenylalanine; With 1-hydroxy-7-aza-benzotriazole; (benzotriazole-1-yloxy)tris(pyrrolidino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 0.0833333h;

(3R,E)-3-amino-3-phenyl-1-phenylsulfonyl-1-propene trifluoroacetate salt; With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 0.5h;
DOI:10.1002/cmdc.201000109

Reference yield:

: 4407-36-7
(2E)-3-phenyl-2-propen-1-ol

: 1253912-09-2
N-((S)-1-oxo-3-phenyl-1-((R,E)-1-phenyl-3-(phenylsulfonyl)allylamino)propan-2-yl)morpholine-4-carboxamide

Guidance literature:: Multi-step reaction with 9 steps

1.1: titanium(IV) isopropylate; tert.-butylhydroperoxide; D-(-)-diisopropyl tartrate / 2,2,4-trimethylpentane; dichloromethane / Molecular sieve; Inert atmosphere

2.1: sodium azide; lithium perchlorate / acetonitrile

3.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 20 °C / 760.05 Torr

4.1: di-isopropyl azodicarboxylate; triphenylphosphine / chloroform / Reflux

5.1: triethylamine / methanol / Inert atmosphere; Reflux

6.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 20 °C

7.1: N-cyclohexyl-N'-β-(4-methylmorpholinium)ethylcarbodiimide p-toluenesulfonate; copper dichloride / acetonitrile

8.1: dichloromethane / 0.5 h / 20 °C

9.1: (benzotriazole-1-yloxy)tris(pyrrolidino)phosphonium hexafluorophosphate; 1-hydroxy-7-aza-benzotriazole; N-ethyl-N,N-diisopropylamine / dichloromethane / 0.08 h / 20 °C

9.2: 0.5 h / 20 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium azide; 1-hydroxy-7-aza-benzotriazole; (benzotriazole-1-yloxy)tris(pyrrolidino)phosphonium hexafluorophosphate; di-isopropyl azodicarboxylate; palladium 10% on activated carbon; hydrogen; lithium perchlorate; N-cyclohexyl-N'-β-(4-methylmorpholinium)ethylcarbodiimide p-toluenesulfonate; D-(-)-diisopropyl tartrate; triethylamine; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; copper dichloride; In methanol; 2,2,4-trimethylpentane; dichloromethane; chloroform; ethyl acetate; acetonitrile;
DOI:10.1002/cmdc.201000109

Reference yield:

: 35661-40-6
N-Fmoc L-Phe

: 1253912-09-2
N-((S)-1-oxo-3-phenyl-1-((R,E)-1-phenyl-3-(phenylsulfonyl)allylamino)propan-2-yl)morpholine-4-carboxamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 20 °C / solid phase reaction

1.2: 20 °C / solid phase reaction

2.1: (benzotriazole-1-yloxy)tris(pyrrolidino)phosphonium hexafluorophosphate; 1-hydroxy-7-aza-benzotriazole; N-ethyl-N,N-diisopropylamine / dichloromethane / 0.08 h / 20 °C

2.2: 0.5 h / 20 °C

With 1-hydroxy-7-aza-benzotriazole; (benzotriazole-1-yloxy)tris(pyrrolidino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane;
DOI:10.1002/cmdc.201000109