(3R,5RS)-1-tert-Butyldiphenylsiloxy-3,7-dimethyl-3,5-octanediol p-methoxybenzylidenacetal

Base Information

Chemical Name:(3R,5RS)-1-tert-Butyldiphenylsiloxy-3,7-dimethyl-3,5-octanediol p-methoxybenzylidenacetal
CAS No.:247256-60-6
Molecular Formula:C₃₄H₄₆O₄Si
Molecular Weight:546.822
Hs Code.:

Synonyms:(3R,5RS)-1-tert-Butyldiphenylsiloxy-3,7-dimethyl-3,5-octanediol p-methoxybenzylidenacetal

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Chemical Property of (3R,5RS)-1-tert-Butyldiphenylsiloxy-3,7-dimethyl-3,5-octanediol p-methoxybenzylidenacetal

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Technology Process of (3R,5RS)-1-tert-Butyldiphenylsiloxy-3,7-dimethyl-3,5-octanediol p-methoxybenzylidenacetal

There total 5 articles about (3R,5RS)-1-tert-Butyldiphenylsiloxy-3,7-dimethyl-3,5-octanediol p-methoxybenzylidenacetal 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: 86.0%

: 2186-92-7
p-Anisaldehyde dimethyl acetal

: 247256-59-3
(3R,5RS)-1-tert-Butyldiphenylsiloxy-3,7-dimethyl-3,5-octanediol

: 247256-60-6
(3R,5RS)-1-tert-Butyldiphenylsiloxy-3,7-dimethyl-3,5-octanediol p-methoxybenzylidenacetal

Guidance literature:: With toluene-4-sulfonic acid; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1002/(SICI)1521-3765(19991001)5:10<2885::AID-CHEM2885>3.0.CO;2-8

Reference yield:

: 97250-25-4
tert-Butyldiphenylsilyl β-hydroxybutanone

: 247256-60-6
(3R,5RS)-1-tert-Butyldiphenylsiloxy-3,7-dimethyl-3,5-octanediol p-methoxybenzylidenacetal

Guidance literature:: Multi-step reaction with 5 steps

1.1: 98 percent / TfOH / CH₂Cl₂ / 5 h / -78 °C

2.1: O₃ / CH₂Cl₂; methanol / -78 °C

2.2: 95 percent / PPh₃ / 0.5 h / -78 °C

3.1: 96 percent / tetrahydrofuran; diethyl ether / 4 h / -78 - 20 °C

4.1: 95 percent / Na; NH₃ / tetrahydrofuran / 0.5 h / -78 °C

5.1: 86 percent / p-TsOH / CH₂Cl₂ / 1 h / 20 °C

With trifluorormethanesulfonic acid; ammonia; sodium; toluene-4-sulfonic acid; ozone; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; 1.1: Etherification / 2.1: Oxidation / 2.2: Reduction / 3.1: Grignard reaction / 4.1: Substitution / 5.1: Cyclization;
DOI:10.1002/(SICI)1521-3765(19991001)5:10<2885::AID-CHEM2885>3.0.CO;2-8

Reference yield:

: 214959-70-3
(3S,1'S,2'S)-1-tert-Butyldiphenylsiloxy-3-methyl-3-(1'-phenyl-2'-trifluoroacetamido-1'-propoxy)hex-5-en

: 247256-60-6
(3R,5RS)-1-tert-Butyldiphenylsiloxy-3,7-dimethyl-3,5-octanediol p-methoxybenzylidenacetal

Guidance literature:: Multi-step reaction with 4 steps

1.1: O₃ / CH₂Cl₂; methanol / -78 °C

1.2: 95 percent / PPh₃ / 0.5 h / -78 °C

2.1: 96 percent / tetrahydrofuran; diethyl ether / 4 h / -78 - 20 °C

3.1: 95 percent / Na; NH₃ / tetrahydrofuran / 0.5 h / -78 °C

4.1: 86 percent / p-TsOH / CH₂Cl₂ / 1 h / 20 °C

With ammonia; sodium; toluene-4-sulfonic acid; ozone; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; 1.1: Oxidation / 1.2: Reduction / 2.1: Grignard reaction / 3.1: Substitution / 4.1: Cyclization;
DOI:10.1002/(SICI)1521-3765(19991001)5:10<2885::AID-CHEM2885>3.0.CO;2-8