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2014 | 1 | 1 |
Article title

Biocatalytic Acetylation of Primary Amines by
Lipases under Orbital Shaking and Microwave
Radiation

Content
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EN
Abstracts
EN
This paper addresses the effects of the
concentration of lipases, temperature and solvent
on the enzymatic acetylation of primary amines.
(±)-Heptan-2-amine 1, (±)-4-phenylbutan-2-amine
2, (±)-1,2,3,4-tetrahydronaphthalen-1-amine 3 and
(±)-2-methylcyclohexan-1-amine 4 were acetylated using
11 lipases to obtain amides under orbital shaking and
microwave radiation. Under microwave radiation the
same amines were acetylated only using the CALB.
(±)-Heptan-2-amine 1 was subjected to kinetic resolution,
under orbital shaking for 7 h employing CALB and ethyl
acetate as acylating agent, and converted into (R)-N-
(heptan-2-yl)acetamide 5 (c = 42%, 88% eep, hexane c = 52%, 81% eep, isopropyl ether; c = 40%, 65% eep, toluene).
The reaction was fast (15 s) under microwave radiation in
hexane and yielded acetamide 4 in high conversion (c = 91%), but without selectivity (5% eep).
Publisher

Journal
Year
Volume
1
Issue
1
Physical description
Dates
accepted
12 - 6 - 2015
received
24 - 2 - 2015
online
24 - 7 - 2015
Contributors
  • Laboratório de Química Orgânica e
    Biocatálise, Instituto de Química de São Carlos, Universidade de
    São Paulo, Av. João Dagnone, 1100, Química Ambiental, J. Santa
    Angelina, São Carlos, 13563-120, SP, Brazil
  • Laboratório de Química Orgânica e
    Biocatálise, Instituto de Química de São Carlos, Universidade de
    São Paulo, Av. João Dagnone, 1100, Química Ambiental, J. Santa
    Angelina, São Carlos, 13563-120, SP, Brazil
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Document Type
Publication order reference
Identifiers
YADDA identifier
bwmeta1.element.-psjd-doi-10_1515_boca-2015-0003
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