(E)-5-[(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]-4-methyl-pent-4-enal

Base Information

Chemical Name:(E)-5-[(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]-4-methyl-pent-4-enal
CAS No.:123186-88-9
Molecular Formula:C₂₈H₃₇NO₅S
Molecular Weight:499.671
Hs Code.:

Synonyms:(E)-5-[(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]-4-methyl-pent-4-enal

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Chemical Property of (E)-5-[(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]-4-methyl-pent-4-enal

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Technology Process of (E)-5-[(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]-4-methyl-pent-4-enal

There total 10 articles about (E)-5-[(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]-4-methyl-pent-4-enal 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

: 123186-88-9
(E)-5-[(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]-4-methyl-pent-4-enal

Guidance literature:: Multi-step reaction with 8 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

8: 1.) n-C₄H₉Li, DIBAL-H, 2.) PCC / 1.) THF, O deg C, 2.) CH₂Cl₂, room temp.

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

Reference yield:

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

: 123186-88-9
(E)-5-[(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]-4-methyl-pent-4-enal

Guidance literature:: Multi-step reaction with 9 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

9: 1.) n-C₄H₉Li, DIBAL-H, 2.) PCC / 1.) THF, O deg C, 2.) CH₂Cl₂, room temp.

With potassium hydroxide; n-butyllithium; 2,6-di-tert-butyl-4-methyl-phenol; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; pyridinium chlorochromate; 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

: 123186-88-9
(E)-5-[(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]-4-methyl-pent-4-enal

Guidance literature:: Multi-step reaction with 5 steps

1: 58 percent / tetrahydrofuran / -78 °C

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

3: 68 percent / PPTS / Ambient temperature

5: 1.) n-C₄H₉Li, DIBAL-H, 2.) PCC / 1.) THF, O deg C, 2.) CH₂Cl₂, room temp.

With n-butyllithium; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; pyridinium chlorochromate; In tetrahydrofuran;
DOI:10.1021/ja00203a042