(-)-2-(O-tert-butyldiphenylsilyloxymethyl)-1,1-difluoro-4-[(methylsulfonyl)oxy]cyclopentane

Base Information

Chemical Name:(-)-2-(O-tert-butyldiphenylsilyloxymethyl)-1,1-difluoro-4-[(methylsulfonyl)oxy]cyclopentane
CAS No.:935683-80-0
Molecular Formula:C₂₃H₃₀F₂O₄SSi
Molecular Weight:468.637
Hs Code.:

Synonyms:(-)-2-(O-tert-butyldiphenylsilyloxymethyl)-1,1-difluoro-4-[(methylsulfonyl)oxy]cyclopentane

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Chemical Property of (-)-2-(O-tert-butyldiphenylsilyloxymethyl)-1,1-difluoro-4-[(methylsulfonyl)oxy]cyclopentane

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Technology Process of (-)-2-(O-tert-butyldiphenylsilyloxymethyl)-1,1-difluoro-4-[(methylsulfonyl)oxy]cyclopentane

There total 5 articles about (-)-2-(O-tert-butyldiphenylsilyloxymethyl)-1,1-difluoro-4-[(methylsulfonyl)oxy]cyclopentane 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: 98.0%

: 935683-79-7
(-)-2-(O-tert-butyldiphenylsilyloxymethyl)-1,1-difluoro-4-hydroxy-cyclopentane

: 124-63-0
methanesulfonyl chloride

: 935683-80-0
(-)-2-(O-tert-butyldiphenylsilyloxymethyl)-1,1-difluoro-4-[(methylsulfonyl)oxy]cyclopentane

Guidance literature:: With triethylamine; In dichloromethane; at 20 ℃; for 4h;
DOI:10.1021/jm061304k

Reference yield:

: 855662-67-8
(+)-(1R,2S,3S,4R)-1-O-benzyloxy-2,3-anhydro-4-hydroxymethylcyclopentane

: 935683-80-0
(-)-2-(O-tert-butyldiphenylsilyloxymethyl)-1,1-difluoro-4-[(methylsulfonyl)oxy]cyclopentane

Guidance literature:: Multi-step reaction with 7 steps

1: 91 percent / triethylamine; DMAP / CH₂Cl₂ / 24 h / 20 °C

2: 92 percent / Super-Hydride / tetrahydrofuran / 0.5 h / 20 °C

3: 81 percent / pyridinium dichromate; acetic acid; 4 Angstroem molecular sieves / CH₂Cl₂ / 3 h / 20 °C

4: 68 percent / diethylaminosulfur trifluoride / 36 h / 40 °C

5: 70 percent / iodotrimethylsilane / CH₂Cl₂ / 14 h / 20 °C

6: 74 percent / imidazole / CH₂Cl₂ / 1.75 h / 0 °C

7: 98 percent / triethylamine / CH₂Cl₂ / 4 h / 20 °C

With 1H-imidazole; dmap; dipyridinium dichromate; trimethylsilyl iodide; diethylamino-sulfur trifluoride; 4 A molecular sieve; lithium triethylborohydride; acetic acid; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jm061304k

Reference yield:

: 935683-77-5
(+)-4-O-benzyloxy-1,1-difluoro-2-(O-triphenylmethyloxymethyl)-cyclopentane

: 935683-80-0
(-)-2-(O-tert-butyldiphenylsilyloxymethyl)-1,1-difluoro-4-[(methylsulfonyl)oxy]cyclopentane

Guidance literature:: Multi-step reaction with 3 steps

1: 70 percent / iodotrimethylsilane / CH₂Cl₂ / 14 h / 20 °C

2: 74 percent / imidazole / CH₂Cl₂ / 1.75 h / 0 °C

3: 98 percent / triethylamine / CH₂Cl₂ / 4 h / 20 °C

With 1H-imidazole; trimethylsilyl iodide; triethylamine; In dichloromethane;
DOI:10.1021/jm061304k