(+)-(S)-3-(2-((1R,2S,6S)-2-(4-methoxybenzyloxy)-6-hydroxy-1-methylcyclohexyl)ethyl)-3-methylcyclopentanone

Base Information

Chemical Name:(+)-(S)-3-(2-((1R,2S,6S)-2-(4-methoxybenzyloxy)-6-hydroxy-1-methylcyclohexyl)ethyl)-3-methylcyclopentanone
CAS No.:824940-81-0
Molecular Formula:C₂₃H₃₄O₄
Molecular Weight:374.521
Hs Code.:

Synonyms:(+)-(S)-3-(2-((1R,2S,6S)-2-(4-methoxybenzyloxy)-6-hydroxy-1-methylcyclohexyl)ethyl)-3-methylcyclopentanone

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Chemical Property of (+)-(S)-3-(2-((1R,2S,6S)-2-(4-methoxybenzyloxy)-6-hydroxy-1-methylcyclohexyl)ethyl)-3-methylcyclopentanone

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Technology Process of (+)-(S)-3-(2-((1R,2S,6S)-2-(4-methoxybenzyloxy)-6-hydroxy-1-methylcyclohexyl)ethyl)-3-methylcyclopentanone

There total 14 articles about (+)-(S)-3-(2-((1R,2S,6S)-2-(4-methoxybenzyloxy)-6-hydroxy-1-methylcyclohexyl)ethyl)-3-methylcyclopentanone 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: 100.0%

: 824940-69-4
(+)-tert-butyl-((1S,2S,3S)-3-(4-methoxybenzyloxy)-2-methyl-2-((S)-2-(7-methyl-1,4-dioxa-spiro[4.4]non-7-yl)-ethyl)-cyclohexyl)-dimethyl-silane

: 824940-81-0
(+)-(S)-3-(2-((1R,2S,6S)-2-(4-methoxybenzyloxy)-6-hydroxy-1-methylcyclohexyl)ethyl)-3-methylcyclopentanone

Guidance literature:: With hydrogenchloride; In tetrahydrofuran; at 50 ℃; for 11h;
DOI:10.1021/ol048010i

Reference yield:

: 619335-63-6
(1S,3S)-2-benzyloxymethyl-2-methylcyclohexane-1,3-diol

: 824940-81-0
(+)-(S)-3-(2-((1R,2S,6S)-2-(4-methoxybenzyloxy)-6-hydroxy-1-methylcyclohexyl)ethyl)-3-methylcyclopentanone

Guidance literature:: Multi-step reaction with 9 steps

1.1: 100 percent / H₂ / Raney Ni / 12 h / 20 °C

2.1: 90 percent / CSA / CH₂Cl₂ / 2 h / 20 °C

3.1: 100 percent / DIPEA / 1 h / 20 °C

4.1: 97 percent / DIBAL-H / hexane / 4 h / 20 °C

5.1: 93 percent / PPh₃; I₂ / benzene / Heating

6.1: t-BuLi / diethyl ether; tetrahydrofuran / -78 °C

6.2: 79 percent / diethyl ether; tetrahydrofuran / -78 - 20 °C

7.1: 91 percent / NHMDS / 10 h / 20 °C

8.1: 89 percent / n-Bu₃SnH; AIBN / toluene / 2 h / Heating

9.1: 100 percent / aq. HCl / tetrahydrofuran / 11 h / 50 °C

With hydrogenchloride; 2,2'-azobis(isobutyronitrile); camphor-10-sulfonic acid; hydrogen; iodine; tert.-butyl lithium; tri-n-butyl-tin hydride; sodium hexamethyldisilazane; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; triphenylphosphine; nickel; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; toluene; benzene;
DOI:10.1021/ol048010i

Reference yield:

: 824940-78-5
(S)-7-methyl-7-phenylsulfanylmethyl-1,4-dioxa-spiro[4.4]nonane

: 824940-81-0
(+)-(S)-3-(2-((1R,2S,6S)-2-(4-methoxybenzyloxy)-6-hydroxy-1-methylcyclohexyl)ethyl)-3-methylcyclopentanone

Guidance literature:: Multi-step reaction with 6 steps

1.1: 100 percent / m-CPBA / CH₂Cl₂ / 1 h / -40 °C

2.1: 87 percent / TFAA; TEA / 3 h / 20 °C

3.1: t-BuLi / diethyl ether; tetrahydrofuran / -78 °C

3.2: 79 percent / diethyl ether; tetrahydrofuran / -78 - 20 °C

4.1: 91 percent / NHMDS / 10 h / 20 °C

5.1: 89 percent / n-Bu₃SnH; AIBN / toluene / 2 h / Heating

6.1: 100 percent / aq. HCl / tetrahydrofuran / 11 h / 50 °C

With hydrogenchloride; 2,2'-azobis(isobutyronitrile); TEA; tert.-butyl lithium; tri-n-butyl-tin hydride; sodium hexamethyldisilazane; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic anhydride; In tetrahydrofuran; diethyl ether; dichloromethane; toluene;
DOI:10.1021/ol048010i