(3E,1'R,2'S)-1'-[(p-tolylsulfonyl)amino]indan-2-yl 4-phenylbut-3-enoate

Base Information

Chemical Name:(3E,1'R,2'S)-1'-[(p-tolylsulfonyl)amino]indan-2-yl 4-phenylbut-3-enoate
CAS No.:281190-96-3
Molecular Formula:C₂₆H₂₅NO₄S
Molecular Weight:447.555
Hs Code.:

Synonyms:(3E,1'R,2'S)-1'-[(p-tolylsulfonyl)amino]indan-2-yl 4-phenylbut-3-enoate

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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 (3E,1'R,2'S)-1'-[(p-tolylsulfonyl)amino]indan-2-yl 4-phenylbut-3-enoate

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Technology Process of (3E,1'R,2'S)-1'-[(p-tolylsulfonyl)amino]indan-2-yl 4-phenylbut-3-enoate

There total 1 articles about (3E,1'R,2'S)-1'-[(p-tolylsulfonyl)amino]indan-2-yl 4-phenylbut-3-enoate 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: 98.0%

: 2243-53-0,59744-46-6,1914-58-5
trans-styrylacetic acid

: 175523-35-0
(+)-(1R,2S)-1-(N-tosylamino)-2-indanol

: 281190-96-3
(3E,1'R,2'S)-1'-[(p-tolylsulfonyl)amino]indan-2-yl 4-phenylbut-3-enoate

Guidance literature:: With dmap; dicyclohexyl-carbodiimide;
DOI:10.1021/ol000058i

Reference yield: 98.0%

: 19790-60-4
3-Benzyloxypropanal

: 281190-96-3
(3E,1'R,2'S)-1'-[(p-tolylsulfonyl)amino]indan-2-yl 4-phenylbut-3-enoate

: 281190-97-4
(2R,3E,1'S,1''R,2''S)-1''-[(p-tolylsulfonyl)amino]indan-2''-yl 2-[3'-(benzyloxy)-1'-hydroxypropyl]-4-phenylbut-3-enoate

Guidance literature:: (3E,1'R,2'S)-1'-[(p-tolylsulfonyl)amino]indan-2-yl 4-phenylbut-3-enoate; With titanium tetrachloride; N-isopropylethylamine; In dichloromethane; at 20 ℃; for 1h;

3-Benzyloxypropanal; With titanium tetrachloride; In dichloromethane; at -78 ℃; for 0.333333h;
DOI:10.1002/ejoc.200300814

Reference yield:

: 281190-96-3
(3E,1'R,2'S)-1'-[(p-tolylsulfonyl)amino]indan-2-yl 4-phenylbut-3-enoate

: 155645-51-5
Cryptophycin 4

Guidance literature:: Multi-step reaction with 12 steps

1.1: TiCl₄; iPrNEt / CH₂Cl₂ / 1 h / 20 °C

1.2: 98 percent / TiCl₄ / CH₂Cl₂ / 0.33 h / -78 °C

2.1: 92 percent / LAH / tetrahydrofuran / 1 h / 0 °C

3.1: phenyllithium; TsCl / tetrahydrofuran; cyclohexane; diethyl ether / 0.5 h / -78 - -20 °C

3.2: 96 percent / LAH / tetrahydrofuran; diethyl ether; cyclohexane / 0.33 h / -20 °C

4.1: 99 percent / 2,6-lutidine / CH₂Cl₂ / 20 h / 20 °C

5.1: 83 percent / K₂CO₃; BBr₃ / CH₂Cl₂ / 0.08 h / 0 °C

6.1: 98 percent / molecular sieves (4 Angstroem); PCC / CH₂Cl₂ / 0.17 h / 20 °C

7.1: 92 percent / NaH / tetrahydrofuran / 0.17 h / 0 °C

8.1: 94 percent / LiOH*H₂O / ethanol; H₂O / 2 h / 20 °C

9.1: 83 percent / DMAP; EDCI / 12 h / 23 °C

10.1: 99 percent / TBAF / tetrahydrofuran / 6 h / 23 °C

11.1: 2,4,6-Cl₃C₆H₂COCl; iPrNEt / tetrahydrofuran / 2 h / 23 °C

11.2: 84 percent / DMAP / benzene / 1 h / 23 °C

12.1: TFA / 2 h / 23 °C

12.2: iPr₂NEt; 2,4,6-Cl₃C₆H₂COCl / tetrahydrofuran / 1 h / 23 °C

12.3: 76 percent / DMAP / benzene / 12 h / 23 °C

With 2,6-dimethylpyridine; dmap; lithium hydroxide; lithium aluminium tetrahydride; 4 A molecular sieve; 2,4,6-trichlorobenzoyl chloride; tetrabutyl ammonium fluoride; boron tribromide; titanium tetrachloride; sodium hydride; potassium carbonate; N-isopropylethylamine; phenyllithium; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; p-toluenesulfonyl chloride; pyridinium chlorochromate; trifluoroacetic acid; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; cyclohexane; water; 7.1: Horner-Emmons olefination;
DOI:10.1002/ejoc.200300814