(4R,5S,6R)-4-hydroxy-5-(4-methoxybenzyloxy)-4,6-dimethyl-1,8-nonadiene-3-one

Base Information

Chemical Name:(4R,5S,6R)-4-hydroxy-5-(4-methoxybenzyloxy)-4,6-dimethyl-1,8-nonadiene-3-one
CAS No.:158586-24-4
Molecular Formula:C₁₉H₂₆O₄
Molecular Weight:318.413
Hs Code.:

Synonyms:(4R,5S,6R)-4-hydroxy-5-(4-methoxybenzyloxy)-4,6-dimethyl-1,8-nonadiene-3-one

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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 (4R,5S,6R)-4-hydroxy-5-(4-methoxybenzyloxy)-4,6-dimethyl-1,8-nonadiene-3-one

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Technology Process of (4R,5S,6R)-4-hydroxy-5-(4-methoxybenzyloxy)-4,6-dimethyl-1,8-nonadiene-3-one

There total 7 articles about (4R,5S,6R)-4-hydroxy-5-(4-methoxybenzyloxy)-4,6-dimethyl-1,8-nonadiene-3-one 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: 70.0%

: C₄H₅BrMgO

: 158586-23-3
(3S,4R)-3-(4-methoxybenzyloxy)-4-methyl-6-hepten-2-one

: 158586-24-4
(4R,5S,6R)-4-hydroxy-5-(4-methoxybenzyloxy)-4,6-dimethyl-1,8-nonadiene-3-one

Guidance literature:: In diethyl ether; benzene; at -78 ℃; for 2h;
DOI:10.1246/bcsj.68.967

Reference yield:

: 158586-21-1
(2R,3S,4R)-4-methyl-2-(triethylsilyloxy)-5-hexen-3-ol

: 158586-24-4
(4R,5S,6R)-4-hydroxy-5-(4-methoxybenzyloxy)-4,6-dimethyl-1,8-nonadiene-3-one

Guidance literature:: Multi-step reaction with 7 steps

1: 55 percent / CSA / hexane / 72 h / 25 °C

2: 1.) BH₃*SMe₂, cyclohexene, 2.) aq. NaOH, H₂O₂ / 1.) THF, 0 deg C, 1 h, 2.) 51 deg C, 20 min

3: Dess-Martin periodinane, pyridine / CH₂Cl₂ / 1 h / 25 °C

4: benzene / 12 h / 45 °C

5: 100 percent / n-Bu₄NF / tetrahydrofuran / 1.5 h / 25 °C

6: 95 percent / Dess-Martin periodinane, pyridine / CH₂Cl₂ / 0.5 h / 25 °C

7: 70 percent / benzene; diethyl ether / 2 h / -78 °C

With pyridine; sodium hydroxide; dimethylsulfide borane complex; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; dihydrogen peroxide; Dess-Martin periodane; cyclohexene; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; benzene;
DOI:10.1246/bcsj.68.967

Reference yield:

: 163228-84-0
(2R,3S,4R)-3-(4-Methoxy-benzyloxy)-4-methyl-hept-6-en-2-ol

: 158586-24-4
(4R,5S,6R)-4-hydroxy-5-(4-methoxybenzyloxy)-4,6-dimethyl-1,8-nonadiene-3-one

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / Dess-Martin periodinane, pyridine / CH₂Cl₂ / 0.5 h / 25 °C

2: 70 percent / benzene; diethyl ether / 2 h / -78 °C

With pyridine; Dess-Martin periodane; In diethyl ether; dichloromethane; benzene;
DOI:10.1246/bcsj.68.967