2-{(E)-3-[(1S,3aS,4S,7S,7aR)-3a-(2-Benzenesulfonyl-acetyl)-1-isobutyl-6,7-dimethyl-3-oxo-2,3,3a,4,7,7a-hexahydro-1H-isoindol-4-yl]-2-methyl-allyl}-malonic acid diethyl ester

Base Information

Chemical Name:2-{(E)-3-[(1S,3aS,4S,7S,7aR)-3a-(2-Benzenesulfonyl-acetyl)-1-isobutyl-6,7-dimethyl-3-oxo-2,3,3a,4,7,7a-hexahydro-1H-isoindol-4-yl]-2-methyl-allyl}-malonic acid diethyl ester
CAS No.:123186-86-7
Molecular Formula:C₃₃H₄₅NO₈S
Molecular Weight:615.788
Hs Code.:

2-{(E)-3-[(1S,3aS,4S,7S,7aR)-3a-(2-Benzenesulfonyl-acetyl)-1-isobutyl-6,7-dimethyl-3-oxo-2,3,3a,4,7,7a-hexahydro-1H-isoindol-4-yl]-2-methyl-allyl}-malonic acid diethyl ester

Synonyms:2-{(E)-3-[(1S,3aS,4S,7S,7aR)-3a-(2-Benzenesulfonyl-acetyl)-1-isobutyl-6,7-dimethyl-3-oxo-2,3,3a,4,7,7a-hexahydro-1H-isoindol-4-yl]-2-methyl-allyl}-malonic acid diethyl ester

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Chemical Property of 2-{(E)-3-[(1S,3aS,4S,7S,7aR)-3a-(2-Benzenesulfonyl-acetyl)-1-isobutyl-6,7-dimethyl-3-oxo-2,3,3a,4,7,7a-hexahydro-1H-isoindol-4-yl]-2-methyl-allyl}-malonic acid diethyl ester

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Technology Process of 2-{(E)-3-[(1S,3aS,4S,7S,7aR)-3a-(2-Benzenesulfonyl-acetyl)-1-isobutyl-6,7-dimethyl-3-oxo-2,3,3a,4,7,7a-hexahydro-1H-isoindol-4-yl]-2-methyl-allyl}-malonic acid diethyl ester

There total 8 articles about 2-{(E)-3-[(1S,3aS,4S,7S,7aR)-3a-(2-Benzenesulfonyl-acetyl)-1-isobutyl-6,7-dimethyl-3-oxo-2,3,3a,4,7,7a-hexahydro-1H-isoindol-4-yl]-2-methyl-allyl}-malonic acid diethyl ester 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: 68.0%

: 32002-24-7
ethyl 3,3-diethoxyacrylate

: 123186-85-6
(3S,3aR,4S,7S,7aR)-7a-(2-Benzenesulfonyl-acetyl)-7-(1-hydroxy-2-methyl-allyl)-3-isobutyl-4,5-dimethyl-2,3,3a,4,7,7a-hexahydro-isoindol-1-one

: 123186-86-7
2-{(E)-3-[(1S,3aS,4S,7S,7aR)-3a-(2-Benzenesulfonyl-acetyl)-1-isobutyl-6,7-dimethyl-3-oxo-2,3,3a,4,7,7a-hexahydro-1H-isoindol-4-yl]-2-methyl-allyl}-malonic acid diethyl ester

Guidance literature:: With pyridinium p-toluenesulfonate; Ambient temperature;
DOI:10.1021/ja00203a042

Reference yield:

: 70849-69-3,30338-90-0,57258-51-2
(2E,4E)-4-methylhexa-2,4-dien-1-ol

: 123186-86-7
2-{(E)-3-[(1S,3aS,4S,7S,7aR)-3a-(2-Benzenesulfonyl-acetyl)-1-isobutyl-6,7-dimethyl-3-oxo-2,3,3a,4,7,7a-hexahydro-1H-isoindol-4-yl]-2-methyl-allyl}-malonic acid diethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 40 percent / BHT / xylene / 130 °C

2: 1.) KOH / 1.) H₂O, CH₃OH, C₆H₆, room temp., 2.) ether, CH₃OH

3: 100 percent / COCl₂, (C₂H₅)3N, DMSO / CH₂Cl₂ / -78 °C

4: 58 percent / tetrahydrofuran / -78 °C

5: 1.) n-C₄H₉Li / 1.) THF, HMPA, 0 deg C

6: 68 percent / PPTS / Ambient temperature

With potassium hydroxide; n-butyllithium; 2,6-di-tert-butyl-4-methyl-phenol; pyridinium p-toluenesulfonate; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; xylene;
DOI:10.1021/ja00203a042

Reference yield:

: 51021-87-5
N-benzyloxycarbonyl-L-leucine methyl ester

: 123186-86-7
2-{(E)-3-[(1S,3aS,4S,7S,7aR)-3a-(2-Benzenesulfonyl-acetyl)-1-isobutyl-6,7-dimethyl-3-oxo-2,3,3a,4,7,7a-hexahydro-1H-isoindol-4-yl]-2-methyl-allyl}-malonic acid diethyl ester

Guidance literature:: Multi-step reaction with 7 steps

2: 40 percent / BHT / xylene / 130 °C

3: 1.) KOH / 1.) H₂O, CH₃OH, C₆H₆, room temp., 2.) ether, CH₃OH

4: 100 percent / COCl₂, (C₂H₅)3N, DMSO / CH₂Cl₂ / -78 °C

5: 58 percent / tetrahydrofuran / -78 °C

6: 1.) n-C₄H₉Li / 1.) THF, HMPA, 0 deg C

7: 68 percent / PPTS / Ambient temperature

With potassium hydroxide; n-butyllithium; 2,6-di-tert-butyl-4-methyl-phenol; pyridinium p-toluenesulfonate; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; xylene;
DOI:10.1021/ja00203a042