2-[(S)-1-((3R,4aR,8aS)-7-Benzyl-1-oxo-6-trimethylsilanyloxy-3,4,4a,5,8,8a-hexahydro-1H-isochromen-3-yl)-2-phenyl-ethyl]-isoindole-1,3-dione

Base Information

Chemical Name:2-[(S)-1-((3R,4aR,8aS)-7-Benzyl-1-oxo-6-trimethylsilanyloxy-3,4,4a,5,8,8a-hexahydro-1H-isochromen-3-yl)-2-phenyl-ethyl]-isoindole-1,3-dione
CAS No.:688349-19-1
Molecular Formula:C₃₅H₃₇NO₅Si
Molecular Weight:579.768
Hs Code.:

Synonyms:2-[(S)-1-((3R,4aR,8aS)-7-Benzyl-1-oxo-6-trimethylsilanyloxy-3,4,4a,5,8,8a-hexahydro-1H-isochromen-3-yl)-2-phenyl-ethyl]-isoindole-1,3-dione

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Chemical Property of 2-[(S)-1-((3R,4aR,8aS)-7-Benzyl-1-oxo-6-trimethylsilanyloxy-3,4,4a,5,8,8a-hexahydro-1H-isochromen-3-yl)-2-phenyl-ethyl]-isoindole-1,3-dione

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Technology Process of 2-[(S)-1-((3R,4aR,8aS)-7-Benzyl-1-oxo-6-trimethylsilanyloxy-3,4,4a,5,8,8a-hexahydro-1H-isochromen-3-yl)-2-phenyl-ethyl]-isoindole-1,3-dione

There total 8 articles about 2-[(S)-1-((3R,4aR,8aS)-7-Benzyl-1-oxo-6-trimethylsilanyloxy-3,4,4a,5,8,8a-hexahydro-1H-isochromen-3-yl)-2-phenyl-ethyl]-isoindole-1,3-dione 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: 82.0%

: 137967-00-1
3-benzyl-2-<(trimethylsilyl)oxy>-1,3-butadiene

: 688349-15-7
2-[(S)-1-((R)-6-Oxo-3,6-dihydro-2H-pyran-2-yl)-2-phenyl-ethyl]-isoindole-1,3-dione

: 688349-19-1
2-[(S)-1-((3R,4aR,8aS)-7-Benzyl-1-oxo-6-trimethylsilanyloxy-3,4,4a,5,8,8a-hexahydro-1H-isochromen-3-yl)-2-phenyl-ethyl]-isoindole-1,3-dione

Guidance literature:: With diethylaluminium chloride; In tetrahydrofuran; at 20 ℃;
DOI:10.1055/s-2004-815439

Reference yield:

: 136465-80-0
2(S)-[2-phenyl-1(S)-phthalimidoethyl]oxirane

: 688349-19-1
2-[(S)-1-((3R,4aR,8aS)-7-Benzyl-1-oxo-6-trimethylsilanyloxy-3,4,4a,5,8,8a-hexahydro-1H-isochromen-3-yl)-2-phenyl-ethyl]-isoindole-1,3-dione

Guidance literature:: Multi-step reaction with 8 steps

1: n-BuLi; BF₃*Et₂O / tetrahydrofuran / -78 °C

2: TBAF / tetrahydrofuran / 0 °C

3: Et₃N / tetrahydrofuran / 20 °C

4: tetrahydrofuran / -78 - 20 °C

5: aq. HCl

6: H₂ / Lindlar's catalyst / ethyl acetate

7: PTSA / toluene / Heating

8: 82 percent / Et₂AlCl / tetrahydrofuran / 20 °C

With hydrogenchloride; n-butyllithium; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; hydrogen; diethylaluminium chloride; toluene-4-sulfonic acid; triethylamine; Lindlar's catalyst; In tetrahydrofuran; ethyl acetate; toluene; 8: Diels-Alder reaction;
DOI:10.1055/s-2004-815439

Reference yield:

: 688349-11-3
2-((1S,2R)-1-Benzyl-2-hydroxy-pent-4-ynyl)-isoindole-1,3-dione

: 688349-19-1
2-[(S)-1-((3R,4aR,8aS)-7-Benzyl-1-oxo-6-trimethylsilanyloxy-3,4,4a,5,8,8a-hexahydro-1H-isochromen-3-yl)-2-phenyl-ethyl]-isoindole-1,3-dione

Guidance literature:: Multi-step reaction with 6 steps

1: Et₃N / tetrahydrofuran / 20 °C

2: tetrahydrofuran / -78 - 20 °C

3: aq. HCl

4: H₂ / Lindlar's catalyst / ethyl acetate

5: PTSA / toluene / Heating

6: 82 percent / Et₂AlCl / tetrahydrofuran / 20 °C

With hydrogenchloride; hydrogen; diethylaluminium chloride; toluene-4-sulfonic acid; triethylamine; Lindlar's catalyst; In tetrahydrofuran; ethyl acetate; toluene; 6: Diels-Alder reaction;
DOI:10.1055/s-2004-815439