Acetic acid (R)-[(1R,3aR,4R,7R,7aS)-2-acetyl-1-benzyl-4-((E)-3-hydroxy-propenyl)-7-methyl-3-oxo-6-trimethylsilanylmethyl-1,2,3,4,7,7a-hexahydro-isoindol-3a-yl]-((S)-5-oxo-tetrahydro-thiopyran-2-yl)-methyl ester

Base Information

Chemical Name:Acetic acid (R)-[(1R,3aR,4R,7R,7aS)-2-acetyl-1-benzyl-4-((E)-3-hydroxy-propenyl)-7-methyl-3-oxo-6-trimethylsilanylmethyl-1,2,3,4,7,7a-hexahydro-isoindol-3a-yl]-((S)-5-oxo-tetrahydro-thiopyran-2-yl)-methyl ester
CAS No.:127354-63-6
Molecular Formula:C₃₃H₄₅NO₆SSi
Molecular Weight:611.875
Hs Code.:

Acetic acid (R)-[(1R,3aR,4R,7R,7aS)-2-acetyl-1-benzyl-4-((E)-3-hydroxy-propenyl)-7-methyl-3-oxo-6-trimethylsilanylmethyl-1,2,3,4,7,7a-hexahydro-isoindol-3a-yl]-((S)-5-oxo-tetrahydro-thiopyran-2-yl)-methyl ester

Synonyms:Acetic acid (R)-[(1R,3aR,4R,7R,7aS)-2-acetyl-1-benzyl-4-((E)-3-hydroxy-propenyl)-7-methyl-3-oxo-6-trimethylsilanylmethyl-1,2,3,4,7,7a-hexahydro-isoindol-3a-yl]-((S)-5-oxo-tetrahydro-thiopyran-2-yl)-methyl ester

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Chemical Property of Acetic acid (R)-[(1R,3aR,4R,7R,7aS)-2-acetyl-1-benzyl-4-((E)-3-hydroxy-propenyl)-7-methyl-3-oxo-6-trimethylsilanylmethyl-1,2,3,4,7,7a-hexahydro-isoindol-3a-yl]-((S)-5-oxo-tetrahydro-thiopyran-2-yl)-methyl ester

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Technology Process of Acetic acid (R)-[(1R,3aR,4R,7R,7aS)-2-acetyl-1-benzyl-4-((E)-3-hydroxy-propenyl)-7-methyl-3-oxo-6-trimethylsilanylmethyl-1,2,3,4,7,7a-hexahydro-isoindol-3a-yl]-((S)-5-oxo-tetrahydro-thiopyran-2-yl)-methyl ester

There total 4 articles about Acetic acid (R)-[(1R,3aR,4R,7R,7aS)-2-acetyl-1-benzyl-4-((E)-3-hydroxy-propenyl)-7-methyl-3-oxo-6-trimethylsilanylmethyl-1,2,3,4,7,7a-hexahydro-isoindol-3a-yl]-((S)-5-oxo-tetrahydro-thiopyran-2-yl)-methyl 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: 85.0%

: 114634-51-4
C₄₅H₇₃NO₆SSi₃

: 127354-63-6
Acetic acid (R)-[(1R,3aR,4R,7R,7aS)-2-acetyl-1-benzyl-4-((E)-3-hydroxy-propenyl)-7-methyl-3-oxo-6-trimethylsilanylmethyl-1,2,3,4,7,7a-hexahydro-isoindol-3a-yl]-((S)-5-oxo-tetrahydro-thiopyran-2-yl)-methyl ester

Guidance literature:: With triethylamine hydrofluoride; In tetrahydrofuran; methanol; for 12h; Ambient temperature;
DOI:10.1021/ja00167a036

Reference yield:

: 127354-61-4
(3S,3aR,4S,7S,7aS)-3-Benzyl-7a-[(R)-5-(tert-butyl-dimethyl-silanyloxy)-3,6-dihydro-2H-thiopyran-2-carbonyl]-7-[(E)-3-(tert-butyl-dimethyl-silanyloxy)-propenyl]-4-methyl-5-trimethylsilanylmethyl-2,3,3a,4,7,7a-hexahydro-isoindol-1-one

: 127354-63-6
Acetic acid (R)-[(1R,3aR,4R,7R,7aS)-2-acetyl-1-benzyl-4-((E)-3-hydroxy-propenyl)-7-methyl-3-oxo-6-trimethylsilanylmethyl-1,2,3,4,7,7a-hexahydro-isoindol-3a-yl]-((S)-5-oxo-tetrahydro-thiopyran-2-yl)-methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 63 percent / diisobutylaluminum hydride (DIBAL) / toluene; hexane / 0.08 h / 0 °C

2: 87 percent / triethylamine, 4-(dimethylamino)pyridine (DMAP) / tetrahydrofuran / 312 h

3: 85 percent / HNEt₃F / tetrahydrofuran; methanol / 12 h / Ambient temperature

With dmap; diisobutylaluminium hydride; triethylamine hydrofluoride; triethylamine; In tetrahydrofuran; methanol; hexane; toluene;
DOI:10.1021/ja00167a036

Reference yield:

: 90741-78-9,90741-79-0,116205-80-2
C₄₈H₇₁NO₅SSi₃

: 127354-63-6
Acetic acid (R)-[(1R,3aR,4R,7R,7aS)-2-acetyl-1-benzyl-4-((E)-3-hydroxy-propenyl)-7-methyl-3-oxo-6-trimethylsilanylmethyl-1,2,3,4,7,7a-hexahydro-isoindol-3a-yl]-((S)-5-oxo-tetrahydro-thiopyran-2-yl)-methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 98 percent / LiHBEt₃ / tetrahydrofuran / 0.33 h / -78 - 0 °C / 1.) -78 deg C, 8 min, 2.) from -35 deg C to 30 deg C, 7 min, 3.) 0 deg C, 5 min

2: 63 percent / diisobutylaluminum hydride (DIBAL) / toluene; hexane / 0.08 h / 0 °C

3: 87 percent / triethylamine, 4-(dimethylamino)pyridine (DMAP) / tetrahydrofuran / 312 h

4: 85 percent / HNEt₃F / tetrahydrofuran; methanol / 12 h / Ambient temperature

With dmap; diisobutylaluminium hydride; lithium triethylborohydride; triethylamine hydrofluoride; triethylamine; In tetrahydrofuran; methanol; hexane; toluene;
DOI:10.1021/ja00167a036