(3aR,5R,5aR,8R,8aR,8bR)-2,2-Dimethyl-5-phenylselanylmethyl-8-[(R)-1-(tetrahydro-pyran-2-yloxy)-ethyl]-octahydro-[1,3]dioxolo[4,5-e]isoindol-6-one

Base Information

Chemical Name:(3aR,5R,5aR,8R,8aR,8bR)-2,2-Dimethyl-5-phenylselanylmethyl-8-[(R)-1-(tetrahydro-pyran-2-yloxy)-ethyl]-octahydro-[1,3]dioxolo[4,5-e]isoindol-6-one
CAS No.:88549-88-6
Molecular Formula:C₂₅H₃₅NO₅Se
Molecular Weight:508.517
Hs Code.:

Synonyms:(3aR,5R,5aR,8R,8aR,8bR)-2,2-Dimethyl-5-phenylselanylmethyl-8-[(R)-1-(tetrahydro-pyran-2-yloxy)-ethyl]-octahydro-[1,3]dioxolo[4,5-e]isoindol-6-one

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Chemical Property of (3aR,5R,5aR,8R,8aR,8bR)-2,2-Dimethyl-5-phenylselanylmethyl-8-[(R)-1-(tetrahydro-pyran-2-yloxy)-ethyl]-octahydro-[1,3]dioxolo[4,5-e]isoindol-6-one

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Technology Process of (3aR,5R,5aR,8R,8aR,8bR)-2,2-Dimethyl-5-phenylselanylmethyl-8-[(R)-1-(tetrahydro-pyran-2-yloxy)-ethyl]-octahydro-[1,3]dioxolo[4,5-e]isoindol-6-one

There total 18 articles about (3aR,5R,5aR,8R,8aR,8bR)-2,2-Dimethyl-5-phenylselanylmethyl-8-[(R)-1-(tetrahydro-pyran-2-yloxy)-ethyl]-octahydro-[1,3]dioxolo[4,5-e]isoindol-6-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: 96.0%

: 1666-13-3
diphenyl diselenide

: Toluene-4-sulfonic acid (3aR,5R,5aS,8R,8aR,8bR)-2,2-dimethyl-6-oxo-8-[(R)-1-(tetrahydro-pyran-2-yloxy)-ethyl]-octahydro-[1,3]dioxolo[4,5-e]isoindol-5-ylmethyl ester

: 88549-88-6
(3aR,5R,5aR,8R,8aR,8bR)-2,2-Dimethyl-5-phenylselanylmethyl-8-[(R)-1-(tetrahydro-pyran-2-yloxy)-ethyl]-octahydro-[1,3]dioxolo[4,5-e]isoindol-6-one

Guidance literature:: With sodium tetrahydroborate; In ethanol;

Reference yield:

: (1R,3aR,4R,6R,7R,7aR)-6,7-Dihydroxy-1-((R)-1-hydroxy-ethyl)-3-oxo-octahydro-isoindole-4-carboxylic acid methyl ester

: 88549-88-6
(3aR,5R,5aR,8R,8aR,8bR)-2,2-Dimethyl-5-phenylselanylmethyl-8-[(R)-1-(tetrahydro-pyran-2-yloxy)-ethyl]-octahydro-[1,3]dioxolo[4,5-e]isoindol-6-one

Guidance literature:: Multi-step reaction with 5 steps

1: p-toluenesulfonic acid / tetrahydrofuran

2: p-toluenesulfonic acid / CH₂Cl₂

3: LiAlH₄ / tetrahydrofuran

4: Et₃N / CH₂Cl₂

5: 96 percent / NaBH₄ / ethanol

With sodium tetrahydroborate; lithium aluminium tetrahydride; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; ethanol; dichloromethane;

Reference yield:

: 88549-83-1
(1R,3aR,4R,7aR)-3-Oxo-1-[(R)-1-(tetrahydro-pyran-2-yloxy)-ethyl]-2,3,3a,4,5,7a-hexahydro-1H-isoindole-4-carboxylic acid

: 88549-88-6
(3aR,5R,5aR,8R,8aR,8bR)-2,2-Dimethyl-5-phenylselanylmethyl-8-[(R)-1-(tetrahydro-pyran-2-yloxy)-ethyl]-octahydro-[1,3]dioxolo[4,5-e]isoindol-6-one

Guidance literature:: Multi-step reaction with 11 steps

1: 100 percent / I₂, NaHCO₃ / H₂O; CH₂Cl₂

2: aq. NaOH / tetrahydrofuran

3: methanol

4: p-toluenesulfonic acid / methanol

5: H₂O / 2 h / 50 - 60 °C

6: Et₃N / methanol

7: p-toluenesulfonic acid / tetrahydrofuran

8: p-toluenesulfonic acid / CH₂Cl₂

9: LiAlH₄ / tetrahydrofuran

10: Et₃N / CH₂Cl₂

11: 96 percent / NaBH₄ / ethanol

With sodium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; iodine; sodium hydrogencarbonate; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; methanol; ethanol; dichloromethane; water;