(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

Base Information

Chemical Name:(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
CAS No.:123186-85-6
Molecular Formula:C₂₆H₃₅NO₅S
Molecular Weight:473.634
Hs Code.:

Synonyms:(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

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Chemical Property of (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

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Technology Process of (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

There total 7 articles about (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 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:

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

: 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

Guidance literature:: Multi-step reaction with 5 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

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

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 6 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

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

Reference yield:

: 123186-83-4
(1S,3aS,4S,7S,7aR)-4-Formyl-1-isobutyl-6,7-dimethyl-3-oxo-1,2,3,4,7,7a-hexahydro-isoindole-3a-carboxylic acid methyl ester

: 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

Guidance literature:: Multi-step reaction with 2 steps

1: 58 percent / tetrahydrofuran / -78 °C

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

With n-butyllithium; In tetrahydrofuran;
DOI:10.1021/ja00203a042