(βR,2S,3R,6S,8S)-8-<2-(benzyloxy)ethyl>-β,3-dimethyl-1,7-dioxaspiro<5.5>undecane-2-ethanol

Base Information

Chemical Name:(βR,2S,3R,6S,8S)-8-<2-(benzyloxy)ethyl>-β,3-dimethyl-1,7-dioxaspiro<5.5>undecane-2-ethanol
CAS No.:142592-56-1
Molecular Formula:C₂₂H₃₄O₄
Molecular Weight:362.51
Hs Code.:

Synonyms:(βR,2S,3R,6S,8S)-8-<2-(benzyloxy)ethyl>-β,3-dimethyl-1,7-dioxaspiro<5.5>undecane-2-ethanol

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Chemical Property of (βR,2S,3R,6S,8S)-8-<2-(benzyloxy)ethyl>-β,3-dimethyl-1,7-dioxaspiro<5.5>undecane-2-ethanol

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Technology Process of (βR,2S,3R,6S,8S)-8-<2-(benzyloxy)ethyl>-β,3-dimethyl-1,7-dioxaspiro<5.5>undecane-2-ethanol

There total 20 articles about (βR,2S,3R,6S,8S)-8-<2-(benzyloxy)ethyl>-β,3-dimethyl-1,7-dioxaspiro<5.5>undecane-2-ethanol 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: 71.0%

: 142592-76-5
(βR,2S,3R,6S,8S)-2-<α-(tert-butyldiphenylsilyloxy)ethyl>-8-<2-(benzyloxy)ethyl>-β,3-dimethyl-1,7-dioxaspiro<5.5>undecane

: 142592-56-1
(βR,2S,3R,6S,8S)-8-<2-(benzyloxy)ethyl>-β,3-dimethyl-1,7-dioxaspiro<5.5>undecane-2-ethanol

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 8h; Ambient temperature;
DOI:10.1016/S0040-4020(01)80467-1

Reference yield:

: 91285-62-0,111322-01-1,119239-98-4
(S)-1-(benzyloxy)-3-hydroxyhex-5-ene

: 142592-56-1
(βR,2S,3R,6S,8S)-8-<2-(benzyloxy)ethyl>-β,3-dimethyl-1,7-dioxaspiro<5.5>undecane-2-ethanol

Guidance literature:: Multi-step reaction with 9 steps

1: 1.) 9-borabicyclo<3.3.1>nonane, 2.) 3N aq. NaOH, 30percent H₂O₂ / 1.) THF, 65 deg C, 3 h, 2.) 1 h, r.t.

2: 97 percent / camphorsulphonic acid / CH₂Cl₂ / 1 h / Ambient temperature

3: 80 percent / H₂ / 10percent Pd/C / ethanol / 12 h / Ambient temperature

4: 88 percent / camphorsulphonic acid, CuSO₄ / acetone / 10 h / Ambient temperature

5: Et₃N / CH₂Cl₂ / 1 h

6: NaI / acetone / 3 h / 40 °C

8: 76 percent / NaH / paraffin; tetrahydrofuran / 3 h / Ambient temperature

9: 71 percent / n-Bu₄NF / tetrahydrofuran / 8 h / Ambient temperature

With sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; hydrogen; dihydrogen peroxide; sodium hydride; copper(II) sulfate; triethylamine; sodium iodide; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; acetone; paraffin;
DOI:10.1016/S0040-4020(01)80467-1

Reference yield:

: 144604-65-9
(S)-methyl-7-(benzyloxy)-5-hydroxy-2-heptenoate

: 142592-56-1
(βR,2S,3R,6S,8S)-8-<2-(benzyloxy)ethyl>-β,3-dimethyl-1,7-dioxaspiro<5.5>undecane-2-ethanol

Guidance literature:: Multi-step reaction with 2 steps

1: H₂ / PtO₂/C / CH₂Cl₂ / 4 h / Ambient temperature

With hydrogen; PtO₂/C; In dichloromethane;
DOI:10.1016/S0040-4020(01)80467-1