4,6-dichloro-2-<(E)-6',7'-dihydroxy-3',7'-dimethyl-2'-octenyl>-5-methyl-1,3-cyclohexanedione-6',7'-acetonide

Base Information

Chemical Name:4,6-dichloro-2-<(E)-6',7'-dihydroxy-3',7'-dimethyl-2'-octenyl>-5-methyl-1,3-cyclohexanedione-6',7'-acetonide
CAS No.:83324-71-4
Molecular Formula:C₂₀H₃₀Cl₂O₄
Molecular Weight:405.362
Hs Code.:

Synonyms:4,6-dichloro-2-<(E)-6',7'-dihydroxy-3',7'-dimethyl-2'-octenyl>-5-methyl-1,3-cyclohexanedione-6',7'-acetonide

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Chemical Property of 4,6-dichloro-2-<(E)-6',7'-dihydroxy-3',7'-dimethyl-2'-octenyl>-5-methyl-1,3-cyclohexanedione-6',7'-acetonide

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Technology Process of 4,6-dichloro-2-<(E)-6',7'-dihydroxy-3',7'-dimethyl-2'-octenyl>-5-methyl-1,3-cyclohexanedione-6',7'-acetonide

There total 7 articles about 4,6-dichloro-2-<(E)-6',7'-dihydroxy-3',7'-dimethyl-2'-octenyl>-5-methyl-1,3-cyclohexanedione-6',7'-acetonide 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: 39.0%

: 83324-70-3
3-<(E)-6',7'-dihydroxy-3',7'-dimethyl-2'-octenyl>-2,4-dimethoxy-6-methyl-1,4-cyclohexadiene-6',7'-acetonide

: 83324-71-4
4,6-dichloro-2-<(E)-6',7'-dihydroxy-3',7'-dimethyl-2'-octenyl>-5-methyl-1,3-cyclohexanedione-6',7'-acetonide

Guidance literature:: With N-chloro-succinimide; calcium carbonate; In 1,2-dimethoxyethane; water; Ambient temperature;
DOI:10.1016/0040-4020(82)85107-7

Reference yield:

: 105-87-3,8022-83-1
3,7-dimethyl-2E,6-octadien-1-yl acetate

: 83324-71-4
4,6-dichloro-2-<(E)-6',7'-dihydroxy-3',7'-dimethyl-2'-octenyl>-5-methyl-1,3-cyclohexanedione-6',7'-acetonide

Guidance literature:: Multi-step reaction with 6 steps

1: N-methylmorpholine-N-oxide, OsO₄, NaHSO₃ / acetone; H₂O; 2-methyl-propan-2-ol / 12 h / 50 °C

2: p-TsOH, MgSO₄ / benzene / Ambient temperature

3: 95 percent / K₂CO₃ / methanol; H₂O / 6 h / Ambient temperature

4: 86 percent / PBr₃ / diethyl ether / 0.33 h / -5 °C

5: 1) t-BuLi, 2) NH₄Cl aq. / 1) THF, /-60 -(-)70 degC/, 30 min, 2) -20 deg C

6: 39 percent / NCS, CaCO₃ / 1,2-dimethoxy-ethane; H₂O / Ambient temperature

With N-chloro-succinimide; osmium(VIII) oxide; tert.-butyl lithium; phosphorus tribromide; magnesium sulfate; potassium carbonate; ammonium chloride; toluene-4-sulfonic acid; sodium hydrogensulfite; 4-methylmorpholine N-oxide; calcium carbonate; In methanol; 1,2-dimethoxyethane; diethyl ether; water; acetone; tert-butyl alcohol; benzene;
DOI:10.1016/0040-4020(82)85107-7

Reference yield:

: 28495-21-8
1,5-dimethoxy-3-methyl-1,4-cyclohexadiene

: 83324-71-4
4,6-dichloro-2-<(E)-6',7'-dihydroxy-3',7'-dimethyl-2'-octenyl>-5-methyl-1,3-cyclohexanedione-6',7'-acetonide

Guidance literature:: Multi-step reaction with 2 steps

1: 1) t-BuLi, 2) NH₄Cl aq. / 1) THF, /-60 -(-)70 degC/, 30 min, 2) -20 deg C

2: 39 percent / NCS, CaCO₃ / 1,2-dimethoxy-ethane; H₂O / Ambient temperature

With N-chloro-succinimide; tert.-butyl lithium; ammonium chloride; calcium carbonate; In 1,2-dimethoxyethane; water;
DOI:10.1016/0040-4020(82)85107-7