(4R)-(+)-4-cyano-4-(3,4-dimethoxyphenyl)-5-methylhexyl acetate

Base Information

Chemical Name:(4R)-(+)-4-cyano-4-(3,4-dimethoxyphenyl)-5-methylhexyl acetate
CAS No.:255721-22-3
Molecular Formula:C₁₈H₂₅NO₄
Molecular Weight:319.401
Hs Code.:

Synonyms:(4R)-(+)-4-cyano-4-(3,4-dimethoxyphenyl)-5-methylhexyl acetate

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Chemical Property of (4R)-(+)-4-cyano-4-(3,4-dimethoxyphenyl)-5-methylhexyl acetate

Chemical Property:

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Technology Process of (4R)-(+)-4-cyano-4-(3,4-dimethoxyphenyl)-5-methylhexyl acetate

There total 13 articles about (4R)-(+)-4-cyano-4-(3,4-dimethoxyphenyl)-5-methylhexyl acetate 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:

: Acetic acid (R)-4-(3,4-dimethoxy-phenyl)-4-(hydroxyimino-methyl)-5-methyl-hexyl ester

: 255721-22-3
(4R)-(+)-4-cyano-4-(3,4-dimethoxyphenyl)-5-methylhexyl acetate

Guidance literature:: With sodium acetate; In acetic anhydride; Heating;
DOI:10.1002/1099-0690(200104)2001:7<1349::AID-EJOC1349>3.0.CO;2-9

Reference yield:

: (Z)-4-(3,4-Dimethoxy-phenyl)-5-methyl-hex-3-en-2-ol

: 255721-22-3
(4R)-(+)-4-cyano-4-(3,4-dimethoxyphenyl)-5-methylhexyl acetate

Guidance literature:: Multi-step reaction with 13 steps

1.1: lipase PS (Burkholderia cepacia) / diethyl ether / 18 h / 20 °C / Enzymatic reaction

2.1: lithium diisopropylamide / tetrahydrofuran / 0.08 h / -78 °C

2.2: trimethylchlorosilane / tetrahydrofuran / 3 h / Heating

2.3: methanol / 0.17 h / 20 °C

3.1: 97 percent / diethyl ether

4.1: 91 percent / DIBAL-H / toluene / 1 h / 20 °C

5.1: 90 percent / pyridine

6.1: 84 percent / dimethylsulfoxide / 2 h / 80 °C

7.1: 79 percent / 20percent KOH / bis-(2-hydroxy-ethyl) ether / 1 h / Heating

8.1: 97 percent / diethyl ether

9.1: 80 percent / DIBAL-H / toluene / 1 h / 20 °C

10.1: 98 percent / pyridine

11.1: 69 percent / ozone; triphenylphosphane / CH₂Cl₂; methanol

12.1: hydroxylamine hydrochloride; sodium acetate / ethanol

13.1: 1.19 g / sodium acetate / acetic anhydride / Heating

With pyridine; lipase PS (Burkholderia cepacia); hydroxylamine hydrochloride; sodium acetate; diisobutylaluminium hydride; ozone; triphenylphosphine; lithium diisopropyl amide; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; acetic anhydride; dimethyl sulfoxide; toluene; diethylene glycol; 2.1: Ireland rearrangement;
DOI:10.1002/1099-0690(200104)2001:7<1349::AID-EJOC1349>3.0.CO;2-9

Reference yield:

: 349078-90-6
(4E,3S)-(+)-3-(3,4-dimethoxyphenyl)-3-isopropylhex-4-enol

: 255721-22-3
(4R)-(+)-4-cyano-4-(3,4-dimethoxyphenyl)-5-methylhexyl acetate

Guidance literature:: Multi-step reaction with 9 steps

1: 90 percent / pyridine

2: 84 percent / dimethylsulfoxide / 2 h / 80 °C

3: 79 percent / 20percent KOH / bis-(2-hydroxy-ethyl) ether / 1 h / Heating

4: 97 percent / diethyl ether

5: 80 percent / DIBAL-H / toluene / 1 h / 20 °C

6: 98 percent / pyridine

7: 69 percent / ozone; triphenylphosphane / CH₂Cl₂; methanol

8: hydroxylamine hydrochloride; sodium acetate / ethanol

9: 1.19 g / sodium acetate / acetic anhydride / Heating

With pyridine; hydroxylamine hydrochloride; sodium acetate; diisobutylaluminium hydride; ozone; triphenylphosphine; In methanol; diethyl ether; ethanol; dichloromethane; acetic anhydride; dimethyl sulfoxide; toluene; diethylene glycol;
DOI:10.1002/1099-0690(200104)2001:7<1349::AID-EJOC1349>3.0.CO;2-9