(+)-(2S,3S)-4-(4-methoxybenzyloxy)-2-methyl-2-(2-((S)-1-methyl-3-oxocyclopentyl)ethyl)cyclohexanone

Base Information

Chemical Name:(+)-(2S,3S)-4-(4-methoxybenzyloxy)-2-methyl-2-(2-((S)-1-methyl-3-oxocyclopentyl)ethyl)cyclohexanone
CAS No.:824940-61-6
Molecular Formula:C₂₃H₃₂O₄
Molecular Weight:372.505
Hs Code.:

Synonyms:(+)-(2S,3S)-4-(4-methoxybenzyloxy)-2-methyl-2-(2-((S)-1-methyl-3-oxocyclopentyl)ethyl)cyclohexanone

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Chemical Property of (+)-(2S,3S)-4-(4-methoxybenzyloxy)-2-methyl-2-(2-((S)-1-methyl-3-oxocyclopentyl)ethyl)cyclohexanone

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Technology Process of (+)-(2S,3S)-4-(4-methoxybenzyloxy)-2-methyl-2-(2-((S)-1-methyl-3-oxocyclopentyl)ethyl)cyclohexanone

There total 15 articles about (+)-(2S,3S)-4-(4-methoxybenzyloxy)-2-methyl-2-(2-((S)-1-methyl-3-oxocyclopentyl)ethyl)cyclohexanone 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: 93.0%

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

: 824940-61-6
(+)-(2S,3S)-4-(4-methoxybenzyloxy)-2-methyl-2-(2-((S)-1-methyl-3-oxocyclopentyl)ethyl)cyclohexanone

Guidance literature:: With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1021/ol048010i

Reference yield:

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

: 824940-61-6
(+)-(2S,3S)-4-(4-methoxybenzyloxy)-2-methyl-2-(2-((S)-1-methyl-3-oxocyclopentyl)ethyl)cyclohexanone

Guidance literature:: Multi-step reaction with 10 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

10.1: 93 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h / 20 °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; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; triphenylphosphine; nickel; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; toluene; benzene; 10.1: Dess-Martin oxidation;
DOI:10.1021/ol048010i

Reference yield:

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

: 824940-61-6
(+)-(2S,3S)-4-(4-methoxybenzyloxy)-2-methyl-2-(2-((S)-1-methyl-3-oxocyclopentyl)ethyl)cyclohexanone

Guidance literature:: Multi-step reaction with 7 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

7.1: 93 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h / 20 °C

With hydrogenchloride; 2,2'-azobis(isobutyronitrile); TEA; tert.-butyl lithium; tri-n-butyl-tin hydride; sodium hexamethyldisilazane; Dess-Martin periodane; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic anhydride; In tetrahydrofuran; diethyl ether; dichloromethane; toluene; 7.1: Dess-Martin oxidation;
DOI:10.1021/ol048010i