4-Pentenoic acid, 3-hydroxy-2-(2-methylpropyl)-5-phenyl-, (1S,2R)-2,3-dihydro-1-[[(4-methylphenyl)sulfonyl]amino]-1H-inden-2-yl ester, (2S,3S,4E)-

Base Information

Chemical Name:4-Pentenoic acid, 3-hydroxy-2-(2-methylpropyl)-5-phenyl-, (1S,2R)-2,3-dihydro-1-[[(4-methylphenyl)sulfonyl]amino]-1H-inden-2-yl ester, (2S,3S,4E)-
CAS No.:557111-33-8
Molecular Formula:C31H35NO5S
Molecular Weight:533.689
Hs Code.:

4-Pentenoic acid, 3-hydroxy-2-(2-methylpropyl)-5-phenyl-,
(1S,2R)-2,3-dihydro-1-[[(4-methylphenyl)sulfonyl]amino]-1H-inden-2-yl
ester, (2S,3S,4E)-

Synonyms:

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 4-Pentenoic acid, 3-hydroxy-2-(2-methylpropyl)-5-phenyl-, (1S,2R)-2,3-dihydro-1-[[(4-methylphenyl)sulfonyl]amino]-1H-inden-2-yl ester, (2S,3S,4E)-

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Technology Process of 4-Pentenoic acid, 3-hydroxy-2-(2-methylpropyl)-5-phenyl-, (1S,2R)-2,3-dihydro-1-[[(4-methylphenyl)sulfonyl]amino]-1H-inden-2-yl ester, (2S,3S,4E)-

There total 3 articles about 4-Pentenoic acid, 3-hydroxy-2-(2-methylpropyl)-5-phenyl-, (1S,2R)-2,3-dihydro-1-[[(4-methylphenyl)sulfonyl]amino]-1H-inden-2-yl ester, (2S,3S,4E)- 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: 28.0%

: 104-55-2
3-phenyl-propenal

: 198962-82-2
(1S,2R)-cis-N-[2,3-dihydro-2-(4-methyl-1-oxopentyloxy)inden-1-yl]-4-methylbenzenesulfonamide

: (1S,2R)-N-[2,3-dihydro-2-((2S,3R)-(E)-3-hydroxy-5-phenyl-2-(isobutyl)-1-oxopent-4-enoxy)inden-1-yl]-4-methylbenzenesulfonamide

: 557111-33-8
(1S,2R)-N-[2,3-dihydro-2-((2S,3S)-(E)-3-hydroxy-5-phenyl-2-(isobutyl)-1-oxopent-4-enoxy)inden-1-yl]-4-methylbenzenesulfonamide

Guidance literature:: 3-phenyl-propenal; (1S,2R)-cis-N-[2,3-dihydro-2-(4-methyl-1-oxopentyloxy)inden-1-yl]-4-methylbenzenesulfonamide; With di-n-butylboryl trifluoromethanesulfonate; titanium tetrachloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at -78 ℃; for 1.5h;

With dihydrogen peroxide; In methanol; dichloromethane; at -78 - 23 ℃; pH=7;
DOI:10.1021/jo030063a

Reference yield:

: 646-07-1
4-Methylpentanoic acid

: 557111-33-8
(1S,2R)-N-[2,3-dihydro-2-((2S,3S)-(E)-3-hydroxy-5-phenyl-2-(isobutyl)-1-oxopent-4-enoxy)inden-1-yl]-4-methylbenzenesulfonamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: 63 percent / DMAP; DIEA; diisopropylcarbodiimide / CHCl₃ / 24 h / 25 °C

2.1: TiCl₄; DIEA; Bu₂BOTf / CH₂Cl₂ / 1.5 h / -78 °C

2.2: 28 percent / 30 percent H₂O₂ / CH₂Cl₂; methanol / -78 - 23 °C / pH 7

With dmap; di-n-butylboryl trifluoromethanesulfonate; titanium tetrachloride; N-ethyl-N,N-diisopropylamine; diisopropyl-carbodiimide; In dichloromethane; chloroform;
DOI:10.1021/jo030063a

Reference yield:

: 171562-32-6
N-((1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl)-4-methylbenzenesulfonamide

: 557111-33-8
(1S,2R)-N-[2,3-dihydro-2-((2S,3S)-(E)-3-hydroxy-5-phenyl-2-(isobutyl)-1-oxopent-4-enoxy)inden-1-yl]-4-methylbenzenesulfonamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: 63 percent / DMAP; DIEA; diisopropylcarbodiimide / CHCl₃ / 24 h / 25 °C

2.1: TiCl₄; DIEA; Bu₂BOTf / CH₂Cl₂ / 1.5 h / -78 °C

2.2: 28 percent / 30 percent H₂O₂ / CH₂Cl₂; methanol / -78 - 23 °C / pH 7

With dmap; di-n-butylboryl trifluoromethanesulfonate; titanium tetrachloride; N-ethyl-N,N-diisopropylamine; diisopropyl-carbodiimide; In dichloromethane; chloroform;
DOI:10.1021/jo030063a