(1S,5R)-1-(tert-butyldiphenylsilanyloxymethyl)-7-methyl-2,6,8-trioxaspiro[4.5]decane

Base Information

Chemical Name:(1S,5R)-1-(tert-butyldiphenylsilanyloxymethyl)-7-methyl-2,6,8-trioxaspiro[4.5]decane
CAS No.:544687-59-4
Molecular Formula:C₂₅H₃₄O₄Si
Molecular Weight:426.628
Hs Code.:

Synonyms:(1S,5R)-1-(tert-butyldiphenylsilanyloxymethyl)-7-methyl-2,6,8-trioxaspiro[4.5]decane

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Chemical Property of (1S,5R)-1-(tert-butyldiphenylsilanyloxymethyl)-7-methyl-2,6,8-trioxaspiro[4.5]decane

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Technology Process of (1S,5R)-1-(tert-butyldiphenylsilanyloxymethyl)-7-methyl-2,6,8-trioxaspiro[4.5]decane

There total 6 articles about (1S,5R)-1-(tert-butyldiphenylsilanyloxymethyl)-7-methyl-2,6,8-trioxaspiro[4.5]decane 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: 79.0%

: 109-92-2,25104-37-4
ethyl vinyl ether

: 544687-58-3
(2S,3R)-2-(tert-butyldiphenylsilanyloxymethyl)-3-(2'-hydroxyethyl)tetrahydrofuran-3-ol

: 544687-59-4
(1S,5R)-1-(tert-butyldiphenylsilanyloxymethyl)-7-methyl-2,6,8-trioxaspiro[4.5]decane

Guidance literature:: With toluene-4-sulfonic acid; In dichloromethane; at 20 ℃; for 24h;
DOI:10.1021/jo0341620

Reference yield:

: 127761-83-5
1,4-anhydro-5-O-(tert-butyldiphenylsilyl)-2-deoxy-D-erythro-pent-1-enitol

: 544687-59-4
(1S,5R)-1-(tert-butyldiphenylsilanyloxymethyl)-7-methyl-2,6,8-trioxaspiro[4.5]decane

Guidance literature:: Multi-step reaction with 6 steps

1: 87 percent / hydrogen / Pd/C / methanol / 20 °C

2: 90 percent / sodium acetate; pyridinium chlorochromate; molecular sieves 4 Angstroem / CH₂Cl₂ / 2 h / 20 °C

3: 94 percent / tetrahydrofuran / 2 h / -78 °C

4: tetrahydrofuran; diethyl ether / 3 h / 0 - 20 °C

5: 3.15 g / aqueous NaOH; H₂O₂ / tetrahydrofuran; diethyl ether; H₂O / 2 h / 0 °C

6: 79 percent / p-TsOH / CH₂Cl₂ / 24 h / 20 °C

With sodium hydroxide; 4 A molecular sieve; hydrogen; dihydrogen peroxide; sodium acetate; toluene-4-sulfonic acid; pyridinium chlorochromate; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water;
DOI:10.1021/jo0341620

Reference yield:

: 401813-15-8
(2S,3S)-2-(tert-butyldiphenylsilanyloxymethyl)tetrahydrofuran-3-ol

: 544687-59-4
(1S,5R)-1-(tert-butyldiphenylsilanyloxymethyl)-7-methyl-2,6,8-trioxaspiro[4.5]decane

Guidance literature:: Multi-step reaction with 5 steps

1: 90 percent / sodium acetate; pyridinium chlorochromate; molecular sieves 4 Angstroem / CH₂Cl₂ / 2 h / 20 °C

2: 94 percent / tetrahydrofuran / 2 h / -78 °C

3: tetrahydrofuran; diethyl ether / 3 h / 0 - 20 °C

4: 3.15 g / aqueous NaOH; H₂O₂ / tetrahydrofuran; diethyl ether; H₂O / 2 h / 0 °C

5: 79 percent / p-TsOH / CH₂Cl₂ / 24 h / 20 °C

With sodium hydroxide; 4 A molecular sieve; dihydrogen peroxide; sodium acetate; toluene-4-sulfonic acid; pyridinium chlorochromate; In tetrahydrofuran; diethyl ether; dichloromethane; water;
DOI:10.1021/jo0341620