6-methyl-3-phenylsulfanylmethyl-3a,6,7,7a-tetrahydro-3H-isobenzofuran-1-one

Base Information

Chemical Name:6-methyl-3-phenylsulfanylmethyl-3a,6,7,7a-tetrahydro-3H-isobenzofuran-1-one
CAS No.:903504-29-0
Molecular Formula:C₁₆H₁₈O₂S
Molecular Weight:274.384
Hs Code.:

6-methyl-3-phenylsulfanylmethyl-3a,6,7,7a-tetrahydro-3<i>H</i>-isobenzofuran-1-one

Synonyms:6-methyl-3-phenylsulfanylmethyl-3a,6,7,7a-tetrahydro-3H-isobenzofuran-1-one

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Chemical Property of 6-methyl-3-phenylsulfanylmethyl-3a,6,7,7a-tetrahydro-3H-isobenzofuran-1-one

Chemical Property:

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Technology Process of 6-methyl-3-phenylsulfanylmethyl-3a,6,7,7a-tetrahydro-3H-isobenzofuran-1-one

There total 5 articles about 6-methyl-3-phenylsulfanylmethyl-3a,6,7,7a-tetrahydro-3H-isobenzofuran-1-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:

: 903504-28-9
(2R,3E,5E)-1-(phenylthio)hepta-3,5-dien-2-ol

: 292638-85-8,9003-21-8,96-33-3
acrylic acid methyl ester

: 903504-29-0
6-methyl-3-phenylsulfanylmethyl-3a,6,7,7a-tetrahydro-3H-isobenzofuran-1-one

Guidance literature:: With 2-(pyrrolidin-1-yl)phenol; methylmagnesium bromide; In toluene; at 55 ℃; for 24h;
DOI:10.1002/anie.200601116

Reference yield:

: 903504-38-1
(3E,5E)-1-(phenylthio)hepta-3,5-dien-2-one

: 903504-29-0
6-methyl-3-phenylsulfanylmethyl-3a,6,7,7a-tetrahydro-3H-isobenzofuran-1-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: (R)-(+)-2-methyl-CBS-oxazaborolidine; catecholborane / CH₂Cl₂; toluene / 12 h / -78 °C

2.1: 2-(pyrrolidin-1-yl)phenol; MeMgBr / toluene; diethyl ether / 1.5 h / 4 °C

2.2: toluene; diethyl ether / 18 h / 55 °C

With 2-(pyrrolidin-1-yl)phenol; methylmagnesium bromide; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; benzo[1,3,2]dioxaborole; In diethyl ether; dichloromethane; toluene; 2.2: Diels-Alder reaction;
DOI:10.1021/ja067083p

Reference yield:

: 121712-54-7
(2E,4E)-N-methoxy-N-methyl-hexa-2,4-dienamide

: 903504-29-0
6-methyl-3-phenylsulfanylmethyl-3a,6,7,7a-tetrahydro-3H-isobenzofuran-1-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-BuLi / tetrahydrofuran; hexane / -78 - 20 °C

1.2: 81 percent / tetrahydrofuran; hexane / 0.75 h / -78 °C

2.1: (R)-(+)-2-methyl-CBS-oxazaborolidine; catecholborane / CH₂Cl₂; toluene / 12 h / -78 °C

3.1: 2-(pyrrolidin-1-yl)phenol; MeMgBr / toluene; diethyl ether / 1.5 h / 4 °C

3.2: toluene; diethyl ether / 18 h / 55 °C

With n-butyllithium; 2-(pyrrolidin-1-yl)phenol; methylmagnesium bromide; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; benzo[1,3,2]dioxaborole; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; toluene; 3.2: Diels-Alder reaction;
DOI:10.1021/ja067083p