1-((1S,3S,5R)-3-Benzyloxy-5-methoxymethoxy-4-methylene-cyclohexyl)-ethanone

Base Information

Chemical Name:1-((1S,3S,5R)-3-Benzyloxy-5-methoxymethoxy-4-methylene-cyclohexyl)-ethanone
CAS No.:122966-26-1
Molecular Formula:C₁₈H₂₄O₄
Molecular Weight:304.386
Hs Code.:

Synonyms:1-((1S,3S,5R)-3-Benzyloxy-5-methoxymethoxy-4-methylene-cyclohexyl)-ethanone

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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-((1S,3S,5R)-3-Benzyloxy-5-methoxymethoxy-4-methylene-cyclohexyl)-ethanone

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Technology Process of 1-((1S,3S,5R)-3-Benzyloxy-5-methoxymethoxy-4-methylene-cyclohexyl)-ethanone

There total 9 articles about 1-((1S,3S,5R)-3-Benzyloxy-5-methoxymethoxy-4-methylene-cyclohexyl)-ethanone 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%

: 1-((1S,3S,5R)-3-Benzyloxy-5-methoxymethoxy-4-methylene-cyclohexyl)-ethanol

: 122966-26-1
1-((1S,3S,5R)-3-Benzyloxy-5-methoxymethoxy-4-methylene-cyclohexyl)-ethanone

Guidance literature:: With pyridinium dicromate - silica gel; In dichloromethane; Ambient temperature;
DOI:10.1016/S0040-4039(01)80335-X

Reference yield:

: 35692-59-2
(1S,2S,4S,6R)-1-methyl-4-(prop-1-en-2-yl)-7-oxabicyclo[4.1.0]heptan-2-ol

: 122966-26-1
1-((1S,3S,5R)-3-Benzyloxy-5-methoxymethoxy-4-methylene-cyclohexyl)-ethanone

Guidance literature:: Multi-step reaction with 8 steps

1: 100 percent / NaH / tetrahydrofuran / Ambient temperature

2: 81 percent / 1) O₃, 2) Me₂S / methanol / 1) -78 deg C, 15 min

3: 100 percent / NaBH₄ / ethanol / 2 h / 0 °C

4: 100 percent / pyridine / Ambient temperature

5: 1) TMSOTf, 2,6-lutidine, 2) DBU / 1) CH₂Cl₂, -78 deg C, 4.5 h, 2) -78 deg C, 3 h, then H⁽¹⁺⁾, MeOH, room temp., 1 h

6: 87 percent / iPr₂NEt / 1,2-dichloro-ethane / 4 h / 80 °C

7: 100 percent / K₂CO₃ / methanol / Ambient temperature

8: 100 percent / PDC-celite / CH₂Cl₂ / Ambient temperature

With 2,6-dimethylpyridine; sodium tetrahydroborate; dimethylsulfide; trimethylsilyl trifluoromethanesulfonate; pyridinium dicromate - silica gel; sodium hydride; potassium carbonate; ozone; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; pyridine; methanol; ethanol; dichloromethane; 1,2-dichloro-ethane;
DOI:10.1016/S0040-4039(01)80335-X

Reference yield:

: 36616-60-1
(1R,4R,6R)-4-isopropenyl-1-methyl-7-oxabicyclo[4.1.0]heptan-2-one

: 122966-26-1
1-((1S,3S,5R)-3-Benzyloxy-5-methoxymethoxy-4-methylene-cyclohexyl)-ethanone

Guidance literature:: Multi-step reaction with 9 steps

1: 100 percent / L-Selectride / tetrahydrofuran / 2 h / -78 °C

2: 100 percent / NaH / tetrahydrofuran / Ambient temperature

3: 81 percent / 1) O₃, 2) Me₂S / methanol / 1) -78 deg C, 15 min

4: 100 percent / NaBH₄ / ethanol / 2 h / 0 °C

5: 100 percent / pyridine / Ambient temperature

6: 1) TMSOTf, 2,6-lutidine, 2) DBU / 1) CH₂Cl₂, -78 deg C, 4.5 h, 2) -78 deg C, 3 h, then H⁽¹⁺⁾, MeOH, room temp., 1 h

7: 87 percent / iPr₂NEt / 1,2-dichloro-ethane / 4 h / 80 °C

8: 100 percent / K₂CO₃ / methanol / Ambient temperature

9: 100 percent / PDC-celite / CH₂Cl₂ / Ambient temperature

With 2,6-dimethylpyridine; sodium tetrahydroborate; dimethylsulfide; trimethylsilyl trifluoromethanesulfonate; pyridinium dicromate - silica gel; L-Selectride; sodium hydride; potassium carbonate; ozone; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; pyridine; methanol; ethanol; dichloromethane; 1,2-dichloro-ethane;
DOI:10.1016/S0040-4039(01)80335-X