(3aR,4R,7aR)-4{[(1,1-dimethylethyl)diphenylsilyl]oxy}-3a,7a-dihydro-2,2,6-trimethyl-1,3-benzodioxol-5(4H)-one

Base Information

Chemical Name:(3aR,4R,7aR)-4{[(1,1-dimethylethyl)diphenylsilyl]oxy}-3a,7a-dihydro-2,2,6-trimethyl-1,3-benzodioxol-5(4H)-one
CAS No.:403986-45-8
Molecular Formula:C₂₆H₃₂O₄Si
Molecular Weight:436.623
Hs Code.:

Synonyms:(3aR,4R,7aR)-4{[(1,1-dimethylethyl)diphenylsilyl]oxy}-3a,7a-dihydro-2,2,6-trimethyl-1,3-benzodioxol-5(4H)-one

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Chemical Property of (3aR,4R,7aR)-4{[(1,1-dimethylethyl)diphenylsilyl]oxy}-3a,7a-dihydro-2,2,6-trimethyl-1,3-benzodioxol-5(4H)-one

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Technology Process of (3aR,4R,7aR)-4{[(1,1-dimethylethyl)diphenylsilyl]oxy}-3a,7a-dihydro-2,2,6-trimethyl-1,3-benzodioxol-5(4H)-one

There total 5 articles about (3aR,4R,7aR)-4{[(1,1-dimethylethyl)diphenylsilyl]oxy}-3a,7a-dihydro-2,2,6-trimethyl-1,3-benzodioxol-5(4H)-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: 94.0%

: 403986-44-7
(3aR,4R,7aR)-4{[(1,1-dimethylethyl)diphenylsilyl]oxy}-3a,7a-dihydro-6-iodo-2,2-dimethyl-1,3-benzodioxol-5(4H)-one

: 676-58-4
methylmagnesium chloride

: 403986-45-8
(3aR,4R,7aR)-4{[(1,1-dimethylethyl)diphenylsilyl]oxy}-3a,7a-dihydro-2,2,6-trimethyl-1,3-benzodioxol-5(4H)-one

Guidance literature:: With 1-methyl-pyrrolidin-2-one; iron(III) chloride; In tetrahydrofuran; at 0 ℃; for 0.5h;
DOI:10.1039/b106419c

Reference yield:

: 231934-87-5
(3aR,4R,5S,7aR)-4{[(1,1-dimethylethyl)diphenylsilyl]oxy}-3a,4,5,7a-tetrahydro-6-iodo-2,2-dimethyl-1,3-benzodioxol-5-ol

: 403986-45-8
(3aR,4R,7aR)-4{[(1,1-dimethylethyl)diphenylsilyl]oxy}-3a,7a-dihydro-2,2,6-trimethyl-1,3-benzodioxol-5(4H)-one

Guidance literature:: Multi-step reaction with 2 steps

1: 90 percent / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / -78 - -10 °C

2: 94 percent / N-methylpyrrolidinone / iron(III) chloride / tetrahydrofuran / 0.5 h / 0 °C

With 1-methyl-pyrrolidin-2-one; oxalyl dichloride; dimethyl sulfoxide; triethylamine; iron(III) chloride; In tetrahydrofuran; dichloromethane; 1: Swern oxidation / 2: Grignard reaction;
DOI:10.1039/b106419c

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 403986-45-8
(3aR,4R,7aR)-4{[(1,1-dimethylethyl)diphenylsilyl]oxy}-3a,7a-dihydro-2,2,6-trimethyl-1,3-benzodioxol-5(4H)-one

Guidance literature:: Multi-step reaction with 5 steps

1: 97 percent / imidazole / CH₂Cl₂ / 7 h / 18 °C

2: 98 percent / osmium tetroxide; N-methylmorpholine-N-oxide / 2-methyl-propan-2-ol; acetone; H₂O / 30 h / 4 °C

3: 85 percent / p-TsOH / 3 h / 18 °C

4: 90 percent / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / -78 - -10 °C

5: 94 percent / N-methylpyrrolidinone / iron(III) chloride / tetrahydrofuran / 0.5 h / 0 °C

With 1H-imidazole; 1-methyl-pyrrolidin-2-one; osmium(VIII) oxide; oxalyl dichloride; toluene-4-sulfonic acid; dimethyl sulfoxide; 4-methylmorpholine N-oxide; triethylamine; iron(III) chloride; In tetrahydrofuran; dichloromethane; water; acetone; tert-butyl alcohol; 4: Swern oxidation / 5: Grignard reaction;
DOI:10.1039/b106419c