4-[6-(tert-butyl-diphenyl-silanyloxy)-hexyl]-hexahydro-cyclopenta[b]furan-2-one

Base Information

Chemical Name:4-[6-(tert-butyl-diphenyl-silanyloxy)-hexyl]-hexahydro-cyclopenta[b]furan-2-one
CAS No.:827325-81-5
Molecular Formula:C₂₉H₄₀O₃Si
Molecular Weight:464.72
Hs Code.:

4-[6-(<i>tert</i>-butyl-diphenyl-silanyloxy)-hexyl]-hexahydro-cyclopenta[<i>b</i>]furan-2-one

Synonyms:4-[6-(tert-butyl-diphenyl-silanyloxy)-hexyl]-hexahydro-cyclopenta[b]furan-2-one

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Chemical Property of 4-[6-(tert-butyl-diphenyl-silanyloxy)-hexyl]-hexahydro-cyclopenta[b]furan-2-one

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Technology Process of 4-[6-(tert-butyl-diphenyl-silanyloxy)-hexyl]-hexahydro-cyclopenta[b]furan-2-one

There total 7 articles about 4-[6-(tert-butyl-diphenyl-silanyloxy)-hexyl]-hexahydro-cyclopenta[b]furan-2-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: 97.0%

: 894351-72-5
(3aS,4S,6S,6aS)-4-[6-(tert-Butyl-diphenyl-silanyloxy)-hexyl]-6-iodo-hexahydro-cyclopenta[b]furan-2-one

: 827325-81-5
4-[6-(tert-butyl-diphenyl-silanyloxy)-hexyl]-hexahydro-cyclopenta[b]furan-2-one

Guidance literature:: With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; for 1h; Heating;
DOI:10.1016/j.tet.2006.03.001

Reference yield: 83.0%

: 827325-80-4
((1S,2S)-2-[6-{(tert-butyldiphenylsilyl)oxy}hexyl]cyclopent-4-en-1-yl)acetic acid

: 827325-81-5
4-[6-(tert-butyl-diphenyl-silanyloxy)-hexyl]-hexahydro-cyclopenta[b]furan-2-one

Guidance literature:: ((1S,2S)-2-[6-{(tert-butyldiphenylsilyl)oxy}hexyl]cyclopent-4-en-1-yl)acetic acid; With potassium triiodide; sodium hydrogencarbonate;

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride;
DOI:10.1055/s-2004-834794

Reference yield:

: 60410-16-4
(1R,4S)-4-hydroxy-2-cyclopentene-1-yl acetate

: 827325-81-5
4-[6-(tert-butyl-diphenyl-silanyloxy)-hexyl]-hexahydro-cyclopenta[b]furan-2-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: t-BuMgCl / tetrahydrofuran / 0.17 h / 0 °C

1.2: CuCN / tetrahydrofuran / 4 h / -18 °C

1.3: 77 percent / Ph₃P; DIAD / toluene / 5 h / -78 °C

2.1: 95 percent / LiOH*H₂O / tetrahydrofuran; methanol; H₂O / 20 °C

3.1: 97 percent / Hg(OAc)2 / benzene / 70 h / 180 - 190 °C

4.1: 90 percent / Jones reagent / acetone / 0.17 h / cooling

5.1: 86 percent / NaHCO₃; KI; I₂ / diethyl ether; tetrahydrofuran; H₂O / 16 h / 20 °C

6.1: 97 percent / Bu₃SnH; AIBN / benzene / 1 h / Heating

With lithium hydroxide; jones reagent; 2,2'-azobis(isobutyronitrile); tert-butylmagnesium chloride; mercury(II) diacetate; iodine; tri-n-butyl-tin hydride; sodium hydrogencarbonate; potassium iodide; In tetrahydrofuran; methanol; diethyl ether; water; acetone; benzene; 1.3: Mitsunobu reaction / 3.1: Claisen rearrangement / 4.1: Jones oxidation;
DOI:10.1016/j.tet.2006.03.001