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

Base Information

• Chemical Name: methyl(1'R)-(2Z,6E)-3,7-dimethyl-7-(4'-methylcyclohexen-3'-yl)heptadien-2,6-oate
• CAS No.: 77647-38-2
• Molecular Formula: C₁₇H₂₆O₂
• Molecular Weight: 262.392
• Mol file: 77647-38-2.mol

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

Chemical Property of methyl(1'R)-(2Z,6E)-3,7-dimethyl-7-(4'-methylcyclohexen-3'-yl)heptadien-2,6-oate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl(1'R)-(2Z,6E)-3,7-dimethyl-7-(4'-methylcyclohexen-3'-yl)heptadien-2,6-oate

There total 6 articles about methyl(1'R)-(2Z,6E)-3,7-dimethyl-7-(4'-methylcyclohexen-3'-yl)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:

D-limonene (5989-27-5,555-08-8,8022-90-0,9003-73-0,95327-98-3) → methyl(1'R)-(2Z,6E)-3,7-dimethyl-7-(4'-methylcyclohexen-3'-yl)heptadien-2,6-oate (77647-38-2)

Guidance literature:

Multi-step reaction with 6 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

With sodium tetrahydroborate; boron trifluoride diethyl etherate; sodium acetate; phosphorus tribromide; sodium hydride; sodium hydrogencarbonate; pyridinium chlorochromate; In diethyl ether; ethanol; dichloromethane;

DOI:10.1016/0040-4020(80)88037-9

Reference yield:

(1'R)-(2E)-3-methyl-3-(4'-methylcyclohexen-3'-yl)-propen-2-ol-1 (70287-32-0) → methyl(1'R)-(2Z,6E)-3,7-dimethyl-7-(4'-methylcyclohexen-3'-yl)heptadien-2,6-oate (77647-38-2)

Guidance literature:

Multi-step reaction with 3 steps

1: PBr₃ / diethyl ether / 6 h / 0 °C

2: NaH

3: NaH

With phosphorus tribromide; sodium hydride; In diethyl ether;

DOI:10.1016/0040-4020(80)88037-9

Reference yield:

(R)-(+)-3-(4-methyl-3-cyclohexen-1-yl)-3-buten-1-ol (77614-30-3) → methyl(1'R)-(2Z,6E)-3,7-dimethyl-7-(4'-methylcyclohexen-3'-yl)heptadien-2,6-oate (77647-38-2)

Guidance literature:

Multi-step reaction with 5 steps

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

2: 85 percent / NaBH₄ / ethanol / 5 h / Ambient temperature

3: PBr₃ / diethyl ether / 6 h / 0 °C

4: NaH

5: NaH

With sodium tetrahydroborate; sodium acetate; phosphorus tribromide; sodium hydride; pyridinium chlorochromate; In diethyl ether; ethanol; dichloromethane;

DOI:10.1016/0040-4020(80)88037-9

upstream raw materials:

trimethyl phosphonoacetate

(1'R)-(5E)-6-methyl-6-(4'-methylcyclohexen-3'-yl)hexen-5-one-2

D-limonene

(1'R)-(2E)-3-methyl-3-(4'-methylcyclohexen-3'-yl)-propen-2-ol-1

Downstream raw materials:

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

Refernces