(1S,2R,3R,4R)-3-(tert-butyldiphenylsilyloxy)-4-((tert-butyldiphenylsilyloxy)methyl)-2-fluorocyclopentanol

Base Information

Chemical Name:(1S,2R,3R,4R)-3-(tert-butyldiphenylsilyloxy)-4-((tert-butyldiphenylsilyloxy)methyl)-2-fluorocyclopentanol
CAS No.:1374851-84-9
Molecular Formula:C₃₈H₄₇FO₃Si₂
Molecular Weight:626.959
Hs Code.:

Synonyms:(1S,2R,3R,4R)-3-(tert-butyldiphenylsilyloxy)-4-((tert-butyldiphenylsilyloxy)methyl)-2-fluorocyclopentanol

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Chemical Property of (1S,2R,3R,4R)-3-(tert-butyldiphenylsilyloxy)-4-((tert-butyldiphenylsilyloxy)methyl)-2-fluorocyclopentanol

Chemical Property:

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Technology Process of (1S,2R,3R,4R)-3-(tert-butyldiphenylsilyloxy)-4-((tert-butyldiphenylsilyloxy)methyl)-2-fluorocyclopentanol

There total 10 articles about (1S,2R,3R,4R)-3-(tert-butyldiphenylsilyloxy)-4-((tert-butyldiphenylsilyloxy)methyl)-2-fluorocyclopentanol 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:

: 1009810-90-5
2,3-(cyclopentylidenedioxy)-4-vinylcyclopentanol

: 1374851-84-9
(1S,2R,3R,4R)-3-(tert-butyldiphenylsilyloxy)-4-((tert-butyldiphenylsilyloxy)methyl)-2-fluorocyclopentanol

Guidance literature:: Multi-step reaction with 8 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C

1.2: 3 h / 0 - 20 °C

2.1: hydrogenchloride / methanol / 25 °C

3.1: 1H-imidazole; dmap / dichloromethane / 2 h / 0 - 20 °C

4.1: pyridine; diethylamino-sulfur trifluoride / dichloromethane / 12 h / 20 °C / Inert atmosphere

5.1: sodium periodate; osmium(VIII) oxide; water; 4-methylmorpholine N-oxide / methanol / 2 h / 0 °C

6.1: methanol; sodium tetrahydroborate / 1 h / 0 °C

7.1: 1H-imidazole; dmap / dichloromethane / 2 h / 0 - 20 °C

8.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 2 h / 20 °C

8.2: 20 °C

With pyridine; 1H-imidazole; hydrogenchloride; methanol; dmap; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; diethylamino-sulfur trifluoride; water; sodium hydride; 4-methylmorpholine N-oxide; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In methanol; dichloromethane; N,N-dimethyl-formamide; mineral oil;
DOI:10.1016/j.tet.2012.03.023

Reference yield:

: 1009810-89-2
(3aR,6aR)-3aH-spiro[cyclopenta[d][1,3]dioxole-2,1'-cyclopentan]-4(6aH)-one

: 1374851-84-9
(1S,2R,3R,4R)-3-(tert-butyldiphenylsilyloxy)-4-((tert-butyldiphenylsilyloxy)methyl)-2-fluorocyclopentanol

Guidance literature:: Multi-step reaction with 11 steps

1.1: copper(I) bromide dimethylsulfide complex / tetrahydrofuran / 0.5 h / -78 °C

1.2: 5 h / -78 °C

2.1: tetrabutyl ammonium fluoride; ammonium chloride / tetrahydrofuran; water / 0.5 h / 20 °C

3.1: methanol; sodium tetrahydroborate; cerium(III) chloride heptahydrate / 1 h / 0 - 20 °C

4.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C

4.2: 3 h / 0 - 20 °C

5.1: hydrogenchloride / methanol / 25 °C

6.1: 1H-imidazole; dmap / dichloromethane / 2 h / 0 - 20 °C

7.1: pyridine; diethylamino-sulfur trifluoride / dichloromethane / 12 h / 20 °C / Inert atmosphere

8.1: sodium periodate; osmium(VIII) oxide; water; 4-methylmorpholine N-oxide / methanol / 2 h / 0 °C

9.1: methanol; sodium tetrahydroborate / 1 h / 0 °C

10.1: 1H-imidazole; dmap / dichloromethane / 2 h / 0 - 20 °C

11.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 2 h / 20 °C

11.2: 20 °C

With pyridine; 1H-imidazole; hydrogenchloride; methanol; dmap; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; copper(I) bromide dimethylsulfide complex; diethylamino-sulfur trifluoride; cerium(III) chloride heptahydrate; tetrabutyl ammonium fluoride; water; sodium hydride; ammonium chloride; 4-methylmorpholine N-oxide; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; mineral oil;
DOI:10.1016/j.tet.2012.03.023

Reference yield:

: 1374851-74-7
(1S,2R,3R,5S)-2-(tert-butyldiphenylsilyloxy)-5-(4-methoxybenzyloxy)-3-vinylcyclopentanol

: 1374851-84-9
(1S,2R,3R,4R)-3-(tert-butyldiphenylsilyloxy)-4-((tert-butyldiphenylsilyloxy)methyl)-2-fluorocyclopentanol

Guidance literature:: Multi-step reaction with 5 steps

1.1: pyridine; diethylamino-sulfur trifluoride / dichloromethane / 12 h / 20 °C / Inert atmosphere

2.1: sodium periodate; osmium(VIII) oxide; water; 4-methylmorpholine N-oxide / methanol / 2 h / 0 °C

3.1: methanol; sodium tetrahydroborate / 1 h / 0 °C

4.1: 1H-imidazole; dmap / dichloromethane / 2 h / 0 - 20 °C

5.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 2 h / 20 °C

5.2: 20 °C

With pyridine; 1H-imidazole; methanol; dmap; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; diethylamino-sulfur trifluoride; water; 4-methylmorpholine N-oxide; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In methanol; dichloromethane;
DOI:10.1016/j.tet.2012.03.023