(1R)-1-(4-methoxyphenyl)ethyl acetate

Base Information

• Chemical Name: (1R)-1-(4-methoxyphenyl)ethyl acetate
• CAS No.: 104013-23-2
• Molecular Formula: C₁₁H₁₄O₃
• Molecular Weight: 194.23
• Mol file: 104013-23-2.mol

Synonyms:

Chemical Property of (1R)-1-(4-methoxyphenyl)ethyl acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R)-1-(4-methoxyphenyl)ethyl acetate

There total 102 articles about (1R)-1-(4-methoxyphenyl)ethyl 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: 94.0%

Isopropenyl acetate (108-22-5) + rac-1-(4-methoxyphenyl)-ethanol (3319-15-1) → (S)-1-(4-Methoxyphenyl)ethanol (1517-70-0,1572-97-0,3319-15-1,43230-31-5) + (R)-1-(4-Methoxyphenyl)ethanol (1517-70-0) + (1R)-1-(4-methoxyphenyl)ethyl acetate (945-89-1,73104-88-8,115729-61-8,104013-23-2)

Guidance literature:

With Candida antarctica lipase B; dicarbonyl(chloro)(η⁵-pentaphenylcyclopentadienyl)ruthenium(II); potassium tert-butylate; sodium carbonate; In tetrahydrofuran; toluene; at 20 ℃; for 6h;

DOI:10.1021/ja051576x

Reference yield: 82.0%

4-chlorophenyl acetate (876-27-7) + rac-1-(4-methoxyphenyl)-ethanol (3319-15-1) → (S)-1-(4-Methoxyphenyl)ethanol (1517-70-0,1572-97-0,3319-15-1,43230-31-5) + (1R)-1-(4-methoxyphenyl)ethyl acetate (945-89-1,73104-88-8,115729-61-8,104013-23-2)

Guidance literature:

With (η5-indenyl)ruthenium(bis(triphenylphosphine))chloride; Pseudomonas cepocia lipase; triethylamine; at 60 ℃; for 43h; Enzymatic reaction;

DOI:10.1016/S0040-4039(99)01237-X

Reference yield: 73.0%

Isopropenyl acetate (108-22-5) + rac-1-(4-methoxyphenyl)-ethanol (3319-15-1) → (1R)-1-(4-methoxyphenyl)ethyl acetate (945-89-1,73104-88-8,115729-61-8,104013-23-2) + 1-(4-methoxyphenyl)ethanone (100-06-1)

Guidance literature:

With air; Novozym-435; silver(l) oxide; (η⁵-Ph5C5)Ru(CO)(PPh3)Br; In toluene; at 25 ℃; for 8h;

DOI:10.1021/jo071065o

upstream raw materials:

phthalic acid mono-[(S)-1-(4-methoxy-phenyl)-ethyl ester]

acetic acid

methoxybenzene

paracetaldehyde

Downstream raw materials:

5-(4-Methoxyphenyl)-2,4,4-trimethyl-3-hexanon

rac-1-(4-methoxyphenyl)-ethanol

p-ethylanisole

(S)-1-(4-Methoxyphenyl)ethanol

Refernces

• 1、 Richard,Jencks. "GENERAL BASE CATALYSIS OF THE ADDITION OF HYDROXYLIC REAGENTS TO UNSTABLE CARBOCATIONS AND ITS DISAPPEARANCE.". . p. 1396 - 1401. Retrieved 1984.
• 2、 Sugiyama, Koji,Oki, Yasuhiro,Kawanishi, Shinji,Kato, Katsuya,Ikawa, Takashi,Egi, Masahiro,Akai, Shuji. "Spatial effects of oxovanadium-immobilized mesoporous silica on racemization of alcohols and application in lipase-catalyzed dynamic kinetic resolution". . p. 5023 - 5030. Retrieved 2016.
• 3、 Brown,Davies,De Sousa. "Kinetic resolution strategies II: Enhanced enantiomeric excesses and yields for the faster reacting enantiomer in lipase mediated kinetic resolutions". . p. 813 - 822. Retrieved 1993.
• 4、 Quelet. "-". . . Retrieved 1940.
• 5、 Merabet-Khelassi, Mounia,Houiene, Zahia,Aribi-Zouioueche, Louisa,Riant, Olivier. "Green methodology for enzymatic hydrolysis of acetates in non-aqueous media via carbonate salts". . p. 828 - 833. Retrieved 2012.
• 6、 Zadi, Amna,Merabet-Khelassi, Mounia,Aribi-Zouioueche, Louisa. "CAL-B-Catalyzed Enantioselective Deacetylation of Some Benzylic Acetate Derivatives Via Alcoholysis in Non-aqueous Media". . p. 1054 - 1061. Retrieved 2015.
• 7、 Murakami, Ryo,Suginome, Michinori,Yamamoto, Takeshi. "PQXdpap: Helical Poly(quinoxaline-2,3-diyl)s Bearing 4-(Dipropylamino)pyridin-3-yl Pendants as Chirality-Switchable Nucleophilic Catalysts for the Kinetic Resolution of Secondary Alcohols". supporting information. p. 8711 - 8716. Retrieved 2021/11/24.
• 8、 Adebar, Niklas,Akai, Shuji,Gr?ger, Harald,Higashio, Koichi,Kühn, Franziska,Katsuragi, Satoko,Kundu, Dhiman,Plass, Carmen. "Continuous-Flow Dynamic Kinetic Resolution of Racemic Alcohols by Lipase–Oxovanadium Cocatalysis". supporting information. p. 1961 - 1967. Retrieved 2020/04/09.