10-methoxycarbonyl-7-cis-β-ionone-9-enolacetate

Base Information

Chemical Name:10-methoxycarbonyl-7-cis-β-ionone-9-enolacetate
CAS No.:124667-06-7
Molecular Formula:C₁₇H₂₄O₄
Molecular Weight:292.375
Hs Code.:

Synonyms:

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Chemical Property of 10-methoxycarbonyl-7-cis-β-ionone-9-enolacetate

Chemical Property:

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Technology Process of 10-methoxycarbonyl-7-cis-β-ionone-9-enolacetate

There total 1 articles about 10-methoxycarbonyl-7-cis-β-ionone-9-enolacetate 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:

: 68380-20-1,68380-21-2,124666-95-1,124667-06-7
10-methoxycarbonyl-β-ionone-9-enolacetate

: 124666-95-1
10-methoxycarbonyl-7-cis-β-ionone-9-enolacetate

: 124667-06-7
10-methoxycarbonyl-7-cis-β-ionone-9-enolacetate

Guidance literature:: With 7H-benz[d,e]anthracene-7-one; In tetrahydrofuran; at 0 ℃; for 6h; Yield given. Title compound not separated from byproducts; Irradiation;
DOI:10.1016/0040-4020(89)80132-2

Reference yield:

: 68380-20-1,68380-21-2,124666-95-1,124667-06-7
10-methoxycarbonyl-β-ionone-9-enolacetate

: 124666-95-1
10-methoxycarbonyl-7-cis-β-ionone-9-enolacetate

: 124667-06-7
10-methoxycarbonyl-7-cis-β-ionone-9-enolacetate

Guidance literature:: With 7H-benz[d,e]anthracene-7-one; In tetrahydrofuran; at 0 ℃; for 6h; Yield given. Title compound not separated from byproducts; Irradiation;
DOI:10.1016/0040-4020(89)80132-2

Reference yield:

: 68380-20-1,68380-21-2,124666-95-1,124667-06-7
10-methoxycarbonyl-7-cis-β-ionone-9-enolacetate

: 54494-34-7,84236-10-2,100761-23-7
jolkinolide E

Guidance literature:: Multi-step reaction with 14 steps

1: 97 percent / 1 h / 190 - 200 °C

2: 1.) NaOMe; 2.) NaH (60percent in oil) / 1.) MeOH, reflux, 10 min; 2.) benzene, reflux, 30 min

3: LiAlH₄ / diethyl ether / 4 h / 0 °C

4: activated MnO₂ / CH₂Cl₂ / 3 h / Ambient temperature

5: p-TsOH / benzene / 0.17 h / Heating

6: Na / methanol / 40 h / Ambient temperature

7: 1percent aq. NaOH / methanol; H₂O / 15 h / 15 °C

8: benzene / 1 h / Heating

9: H₂ / 10percent Pd-C / 1,2-dimethoxy-ethane / 1.5 h / 28 °C

10: 1percent aq. NaOH / methanol; H₂O / 0.5 h / Heating

11: 1.) diisopropylamine, n-BuLi / 1.) hexane, DME, -15 deg C, 10 min; 2.) hexane, DME, -15 deg C to rt 1.5 h

12: 1.) MCPBA; 2.) Bu₄NF*3H₂O / 1.) hexane, rt, 40 min; 2.) CH₂Cl₂, rt, overnight

13: 92 percent / dimethylaminopyridine / benzene / 0.17 h / Ambient temperature

14: 69.5 percent / NaH (60percent in oil) / 1,2-dimethoxy-ethane / 0.5 h / Ambient temperature

With dmap; manganese(IV) oxide; sodium hydroxide; lithium aluminium tetrahydride; n-butyllithium; tetrabutyl ammonium fluoride; hydrogen; sodium methylate; sodium; sodium hydride; diisopropylamine; 3-chloro-benzenecarboperoxoic acid; palladium on activated charcoal; toluene-4-sulfonic acid; In methanol; 1,2-dimethoxyethane; diethyl ether; dichloromethane; water; benzene;
DOI:10.1016/0040-4020(89)80132-2