methyl (1'R)-(2E,6E)-3,7-dimethyl-7-(3'-bromo-4'-hydroxy-4'-methylcyclohexyl)-heptadien-2,6-oate

Base Information

Chemical Name:methyl (1'R)-(2E,6E)-3,7-dimethyl-7-(3'-bromo-4'-hydroxy-4'-methylcyclohexyl)-heptadien-2,6-oate
CAS No.:77614-32-5
Molecular Formula:C₁₇H₂₇BrO₃
Molecular Weight:359.304
Hs Code.:

Synonyms:methyl (1'R)-(2E,6E)-3,7-dimethyl-7-(3'-bromo-4'-hydroxy-4'-methylcyclohexyl)-heptadien-2,6-oate

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Chemical Property of methyl (1'R)-(2E,6E)-3,7-dimethyl-7-(3'-bromo-4'-hydroxy-4'-methylcyclohexyl)-heptadien-2,6-oate

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Technology Process of methyl (1'R)-(2E,6E)-3,7-dimethyl-7-(3'-bromo-4'-hydroxy-4'-methylcyclohexyl)-heptadien-2,6-oate

There total 7 articles about methyl (1'R)-(2E,6E)-3,7-dimethyl-7-(3'-bromo-4'-hydroxy-4'-methylcyclohexyl)-heptadien-2,6-oate 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: 86.0%

: 77647-37-1
methyl (1'R)-(2E,6E)-3,7-dimethyl-7-(4'-methylcyclohexen-3'-yl)-heptadien-2,6-oate

: 77614-32-5
methyl (1'R)-(2E,6E)-3,7-dimethyl-7-(3'-bromo-4'-hydroxy-4'-methylcyclohexyl)-heptadien-2,6-oate

Guidance literature:: With N-Bromosuccinimide; In tetrahydrofuran; water; for 3h; Ambient temperature;
DOI:10.1016/0040-4020(80)88037-9

Reference yield:

: 5989-27-5,555-08-8,8022-90-0,9003-73-0,95327-98-3
D-limonene

: 77614-32-5
methyl (1'R)-(2E,6E)-3,7-dimethyl-7-(3'-bromo-4'-hydroxy-4'-methylcyclohexyl)-heptadien-2,6-oate

Guidance literature:: Multi-step reaction with 7 steps

1: BF₃-etherate, NaHCO₃aq / CH₂Cl₂ / 1 h / Ambient temperature

2: pyridinium chlorochromate, NaOAc / CH₂Cl₂ / 2 h / Ambient temperature

3: 85 percent / NaBH₄ / ethanol / 5 h / Ambient temperature

4: PBr₃ / diethyl ether / 6 h / 0 °C

5: NaH

6: NaH

7: 86 percent / N-bromosuccinimide / tetrahydrofuran; H₂O / 3 h / Ambient temperature

With sodium tetrahydroborate; N-Bromosuccinimide; boron trifluoride diethyl etherate; sodium acetate; phosphorus tribromide; sodium hydride; sodium hydrogencarbonate; pyridinium chlorochromate; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; water;
DOI:10.1016/0040-4020(80)88037-9

Reference yield:

: 70287-32-0
(1'R)-(2E)-3-methyl-3-(4'-methylcyclohexen-3'-yl)-propen-2-ol-1

: 77614-32-5
methyl (1'R)-(2E,6E)-3,7-dimethyl-7-(3'-bromo-4'-hydroxy-4'-methylcyclohexyl)-heptadien-2,6-oate

Guidance literature:: Multi-step reaction with 4 steps

1: PBr₃ / diethyl ether / 6 h / 0 °C

2: NaH

3: NaH

4: 86 percent / N-bromosuccinimide / tetrahydrofuran; H₂O / 3 h / Ambient temperature

With N-Bromosuccinimide; phosphorus tribromide; sodium hydride; In tetrahydrofuran; diethyl ether; water;
DOI:10.1016/0040-4020(80)88037-9