8,8-dimethyl-3-phenyl-2,3-dihydro-6aH-1,7,9-trioxa-3a-aza-cyclopenta[d]naphthalen-4-one

Base Information

Chemical Name:8,8-dimethyl-3-phenyl-2,3-dihydro-6aH-1,7,9-trioxa-3a-aza-cyclopenta[d]naphthalen-4-one
CAS No.:737799-97-2
Molecular Formula:C₁₇H₁₉NO₄
Molecular Weight:301.342
Hs Code.:

8,8-dimethyl-3-phenyl-2,3-dihydro-6a<i>H</i>-1,7,9-trioxa-3a-aza-cyclopenta[<i>d</i>]naphthalen-4-one

Synonyms:8,8-dimethyl-3-phenyl-2,3-dihydro-6aH-1,7,9-trioxa-3a-aza-cyclopenta[d]naphthalen-4-one

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Chemical Property of 8,8-dimethyl-3-phenyl-2,3-dihydro-6aH-1,7,9-trioxa-3a-aza-cyclopenta[d]naphthalen-4-one

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Technology Process of 8,8-dimethyl-3-phenyl-2,3-dihydro-6aH-1,7,9-trioxa-3a-aza-cyclopenta[d]naphthalen-4-one

There total 9 articles about 8,8-dimethyl-3-phenyl-2,3-dihydro-6aH-1,7,9-trioxa-3a-aza-cyclopenta[d]naphthalen-4-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: 76.0%

: 737799-96-1
(3R,6aR,10aS)-8,8-Dimethyl-3-phenyl-tetrahydro-1,7,9-trioxa-3a-aza-cyclopenta[d]naphthalen-4-one

: 737799-97-2
8,8-dimethyl-3-phenyl-2,3-dihydro-6aH-1,7,9-trioxa-3a-aza-cyclopenta[d]naphthalen-4-one

Guidance literature:: (3R,6aR,10aS)-8,8-Dimethyl-3-phenyl-tetrahydro-1,7,9-trioxa-3a-aza-cyclopenta[d]naphthalen-4-one; With methylphenylsulfonate; potassium hydride; In tetrahydrofuran; at 20 ℃;

In toluene; for 15h; Further stages.; Heating;
DOI:10.1016/j.tetlet.2004.05.089

Reference yield:

: 89429-82-3
6-benzyloxymethyl-3,4-dihydro-2H-pyran

: 737799-97-2
8,8-dimethyl-3-phenyl-2,3-dihydro-6aH-1,7,9-trioxa-3a-aza-cyclopenta[d]naphthalen-4-one

Guidance literature:: Multi-step reaction with 9 steps

1.1: n-CPBA / 2 h / 0 °C

1.2: 77 percent / DIPEA / 20 h / 20 °C

2.1: 40 percent / Jones reagent / acetone / 5 h / 20 °C

3.1: 72 percent / toluene / 12 h / Heating

4.1: NaI; CeCl₃*7H₂O / acetonitrile / 6 h / Heating

5.1: Jones reagent / acetone / 1 h / 20 °C

6.1: 87 percent / CeCl₃*7H₂O; NaBH₄ / ethanol; tetrahydrofuran / 1.5 h / 20 °C

7.1: 81 percent / BF₃*Et₂O; SMe₂ / 12 h / 20 °C

8.1: 75 percent / p-TsOH / CH₂Cl₂ / 3 h / 20 °C

9.1: KH; PhSO₂Me / tetrahydrofuran / 20 °C

9.2: 76 percent / toluene / 15 h / Heating

With sodium tetrahydroborate; jones reagent; cerium(III) chloride; dimethylsulfide; methylphenylsulfonate; boron trifluoride diethyl etherate; potassium hydride; toluene-4-sulfonic acid; sodium iodide; In tetrahydrofuran; ethanol; dichloromethane; acetone; toluene; acetonitrile; 2.1: Jones oxidation / 5.1: Jones oxidation / 6.1: Luche reduction;
DOI:10.1016/j.tetlet.2004.05.089

Reference yield:

: 737800-02-1
(3R,8R,8aS)-8-Hydroxy-8a-hydroxymethyl-3-phenyl-hexahydro-oxazolo[3,2-a]pyridin-5-one

: 737799-97-2
8,8-dimethyl-3-phenyl-2,3-dihydro-6aH-1,7,9-trioxa-3a-aza-cyclopenta[d]naphthalen-4-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: 75 percent / p-TsOH / CH₂Cl₂ / 3 h / 20 °C

2.1: KH; PhSO₂Me / tetrahydrofuran / 20 °C

2.2: 76 percent / toluene / 15 h / Heating

With methylphenylsulfonate; potassium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.tetlet.2004.05.089