(+/-)-1-(3-hydroxy-1-methyl-2-methylenecyclopentyl)-1-(methoxymethoxy)methyl-4-cyclohexanone

Base Information

Chemical Name:(+/-)-1-(3-hydroxy-1-methyl-2-methylenecyclopentyl)-1-(methoxymethoxy)methyl-4-cyclohexanone
CAS No.:259881-66-8
Molecular Formula:C₁₆H₂₆O₄
Molecular Weight:282.38
Hs Code.:

Synonyms:

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (+/-)-1-(3-hydroxy-1-methyl-2-methylenecyclopentyl)-1-(methoxymethoxy)methyl-4-cyclohexanone

Chemical Property:

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Technology Process of (+/-)-1-(3-hydroxy-1-methyl-2-methylenecyclopentyl)-1-(methoxymethoxy)methyl-4-cyclohexanone

There total 12 articles about (+/-)-1-(3-hydroxy-1-methyl-2-methylenecyclopentyl)-1-(methoxymethoxy)methyl-4-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:

: 118558-96-6
(+/-)-2-[1-(tert-butyldimethylsilanyloxy)ethyl]acrylic acid methyl ester

: 259881-66-8
(+/-)-1-(3-hydroxy-1-methyl-2-methylenecyclopentyl)-1-(methoxymethoxy)methyl-4-cyclohexanone

Guidance literature:: Multi-step reaction with 14 steps

1: 96 percent / 1,2-dichloro-benzene / 180 °C

2: H₂ / Pd-C

3: PPTS / Heating

4: DIBAL-H / -78 °C

5: i-Pr₂NEt

6: 97 percent / TBAF / 50 °C

7: 93 percent / Swern oxidation

8: 27 percent / NaH / Heating

9: 85 percent / OsO₄, K₃Fe(CN)6, DABCO, K₂CO₃, MeSO₂NH₂ / 2-methyl-propan-2-ol; H₂O / 0 °C

10: 91 percent / SO₂Cl₂, imidazole, Florisil

11: 97 percent / CeCl₃ / -78 °C

12: 90 percent / Pd(OAc)2

13: DIBAL-H / -78 °C

14: 10 percent HCl

With 1,4-diaza-bicyclo[2.2.2]octane; 1H-imidazole; hydrogenchloride; palladium diacetate; florisil; osmium(VIII) oxide; sulfuryl dichloride; cerium(III) chloride; methanesulfonamide; tetrabutyl ammonium fluoride; hydrogen; pyridinium p-toluenesulfonate; sodium hydride; diisobutylaluminium hydride; potassium carbonate; N-ethyl-N,N-diisopropylamine; potassium hexacyanoferrate(III); palladium on activated charcoal; In water; 1,2-dichloro-benzene; tert-butyl alcohol;
DOI:10.1016/S0040-4039(99)00047-7

Reference yield:

: 224035-85-2
1-[1-(tert-butyldimethylsiloxy)ethyl]-1-methoxycarbonyl-2-cyclohexen-4-one

: 259881-66-8
(+/-)-1-(3-hydroxy-1-methyl-2-methylenecyclopentyl)-1-(methoxymethoxy)methyl-4-cyclohexanone

Guidance literature:: Multi-step reaction with 13 steps

1: H₂ / Pd-C

2: PPTS / Heating

3: DIBAL-H / -78 °C

4: i-Pr₂NEt

5: 97 percent / TBAF / 50 °C

6: 93 percent / Swern oxidation

7: 27 percent / NaH / Heating

8: 85 percent / OsO₄, K₃Fe(CN)6, DABCO, K₂CO₃, MeSO₂NH₂ / 2-methyl-propan-2-ol; H₂O / 0 °C

9: 91 percent / SO₂Cl₂, imidazole, Florisil

10: 97 percent / CeCl₃ / -78 °C

11: 90 percent / Pd(OAc)2

12: DIBAL-H / -78 °C

13: 10 percent HCl

With 1,4-diaza-bicyclo[2.2.2]octane; 1H-imidazole; hydrogenchloride; palladium diacetate; florisil; osmium(VIII) oxide; sulfuryl dichloride; cerium(III) chloride; methanesulfonamide; tetrabutyl ammonium fluoride; hydrogen; pyridinium p-toluenesulfonate; sodium hydride; diisobutylaluminium hydride; potassium carbonate; N-ethyl-N,N-diisopropylamine; potassium hexacyanoferrate(III); palladium on activated charcoal; In water; tert-butyl alcohol;
DOI:10.1016/S0040-4039(99)00047-7

Reference yield:

: 224035-88-5
1-acetyl-1-(methoxymethoxy)methyl-4-cyclohexanone ethylene acetal

: 259881-66-8
(+/-)-1-(3-hydroxy-1-methyl-2-methylenecyclopentyl)-1-(methoxymethoxy)methyl-4-cyclohexanone

Guidance literature:: Multi-step reaction with 7 steps

1: 27 percent / NaH / Heating

2: 85 percent / OsO₄, K₃Fe(CN)6, DABCO, K₂CO₃, MeSO₂NH₂ / 2-methyl-propan-2-ol; H₂O / 0 °C

3: 91 percent / SO₂Cl₂, imidazole, Florisil

4: 97 percent / CeCl₃ / -78 °C

5: 90 percent / Pd(OAc)2

6: DIBAL-H / -78 °C

7: 10 percent HCl

With 1,4-diaza-bicyclo[2.2.2]octane; 1H-imidazole; hydrogenchloride; palladium diacetate; florisil; osmium(VIII) oxide; sulfuryl dichloride; cerium(III) chloride; methanesulfonamide; sodium hydride; diisobutylaluminium hydride; potassium carbonate; potassium hexacyanoferrate(III); In water; tert-butyl alcohol;
DOI:10.1016/S0040-4039(99)00047-7