ethyl (Z)-5-<2-(1,3-dioxan-2-yl)-1,3-dimethyl-2-cyclohexenyl>-2-trimethylsilylmethyl-2-pentenoate

Base Information

Chemical Name:ethyl (Z)-5-<2-(1,3-dioxan-2-yl)-1,3-dimethyl-2-cyclohexenyl>-2-trimethylsilylmethyl-2-pentenoate
CAS No.:152429-56-6
Molecular Formula:C₂₃H₄₀O₄Si
Molecular Weight:408.654
Hs Code.:

Synonyms:ethyl (Z)-5-<2-(1,3-dioxan-2-yl)-1,3-dimethyl-2-cyclohexenyl>-2-trimethylsilylmethyl-2-pentenoate

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Chemical Property of ethyl (Z)-5-<2-(1,3-dioxan-2-yl)-1,3-dimethyl-2-cyclohexenyl>-2-trimethylsilylmethyl-2-pentenoate

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Technology Process of ethyl (Z)-5-<2-(1,3-dioxan-2-yl)-1,3-dimethyl-2-cyclohexenyl>-2-trimethylsilylmethyl-2-pentenoate

There total 7 articles about ethyl (Z)-5-<2-(1,3-dioxan-2-yl)-1,3-dimethyl-2-cyclohexenyl>-2-trimethylsilylmethyl-2-pentenoate 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:

: 40790-56-5
2,6-dimethyl-2-cyclohexen-1-one

: 152429-56-6
ethyl (Z)-5-<2-(1,3-dioxan-2-yl)-1,3-dimethyl-2-cyclohexenyl>-2-trimethylsilylmethyl-2-pentenoate

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) LDA / 1.) THF, hexane, -78 deg C, 1 h, 2.) THF, hexane, -30 deg C, 4 h

2: 1.) LDA / 1.) THF, hexane, -78 deg C, 10 min, 2.) THF, hexane, RT, 15 h

3: 94 percent / 5percent aq. HCl / tetrahydrofuran / 20 h / Heating

4: 100 percent / pyridinium p-toluenesulfonate / benzene / 4 h / Heating

5: 1.) bis(1,2-dimethylpropyl)borane, 2.) 35percent H₂O₂, aq. NaOH / 1.) diglyme, RT, 18 h, 2.) diglyme, H₂O, 40 deg C, 1.5 h

6: pyridinium dichromate / CH₂Cl₂ / 24 h / Ambient temperature

7: 1.) NaH / 1.) DME, RT, 30 min, 2.) DME, RT, 16 h

With hydrogenchloride; sodium hydroxide; dipyridinium dichromate; dihydrogen peroxide; pyridinium p-toluenesulfonate; bis-(1,2-dimethylpropyl)borane; sodium hydride; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; benzene;
DOI:10.1246/bcsj.66.2298

Reference yield:

: 152429-49-7
6-allyl-2,6-dimethyl-2-cyclohexen-1-one

: 152429-56-6
ethyl (Z)-5-<2-(1,3-dioxan-2-yl)-1,3-dimethyl-2-cyclohexenyl>-2-trimethylsilylmethyl-2-pentenoate

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) LDA / 1.) THF, hexane, -78 deg C, 10 min, 2.) THF, hexane, RT, 15 h

2: 94 percent / 5percent aq. HCl / tetrahydrofuran / 20 h / Heating

3: 100 percent / pyridinium p-toluenesulfonate / benzene / 4 h / Heating

4: 1.) bis(1,2-dimethylpropyl)borane, 2.) 35percent H₂O₂, aq. NaOH / 1.) diglyme, RT, 18 h, 2.) diglyme, H₂O, 40 deg C, 1.5 h

5: pyridinium dichromate / CH₂Cl₂ / 24 h / Ambient temperature

6: 1.) NaH / 1.) DME, RT, 30 min, 2.) DME, RT, 16 h

With hydrogenchloride; sodium hydroxide; dipyridinium dichromate; dihydrogen peroxide; pyridinium p-toluenesulfonate; bis-(1,2-dimethylpropyl)borane; sodium hydride; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; benzene;
DOI:10.1246/bcsj.66.2298

Reference yield:

: 5-allyl-1,5-dimethyl-6-methoxymethylene-1-cyclohexene

: 152429-56-6
ethyl (Z)-5-<2-(1,3-dioxan-2-yl)-1,3-dimethyl-2-cyclohexenyl>-2-trimethylsilylmethyl-2-pentenoate

Guidance literature:: Multi-step reaction with 5 steps

1: 94 percent / 5percent aq. HCl / tetrahydrofuran / 20 h / Heating

2: 100 percent / pyridinium p-toluenesulfonate / benzene / 4 h / Heating

3: 1.) bis(1,2-dimethylpropyl)borane, 2.) 35percent H₂O₂, aq. NaOH / 1.) diglyme, RT, 18 h, 2.) diglyme, H₂O, 40 deg C, 1.5 h

4: pyridinium dichromate / CH₂Cl₂ / 24 h / Ambient temperature

5: 1.) NaH / 1.) DME, RT, 30 min, 2.) DME, RT, 16 h

With hydrogenchloride; sodium hydroxide; dipyridinium dichromate; dihydrogen peroxide; pyridinium p-toluenesulfonate; bis-(1,2-dimethylpropyl)borane; sodium hydride; In tetrahydrofuran; dichloromethane; benzene;
DOI:10.1246/bcsj.66.2298