Biotransformation-mediated synthesis of (1S)-1-(2,6-dichloro-3- fluorophenyl)ethanol in enantiomerically pure form

Carlos A. Martinez; Renzo Meijer; Gerard Metselaar; Gerlof Kruithof; Curtis Moore; Pei Pei Kung; Erik Keller

doi:10.1016/j.tetasy.2010.09.007

Biotransformation-mediated synthesis of (1S)-1-(2,6-dichloro-3- fluorophenyl)ethanol in enantiomerically pure form

Carlos A. Martinez
, Renzo Meijer
, Gerard Metselaar
, Gerlof Kruithof
, Curtis Moore
, Pei Pei Kung
, Erik Keller

Research output: Contribution to journal › Article › Academic › peer-review

Abstract

An efficient four-step biotransformation-mediated synthesis of (1S)-1-(2,6-dichloro-3-fluorophenyl)ethanol in enantiomerically pure form is described. This compound is a key intermediate required for the preparation of PF-2341066, a potent inhibitor of c-Met/ALK that is currently in clinical development. The described synthesis was used to manufacture 6 kg of the title compound and can also be employed to produce the corresponding (1R)-enantiomer. © 2010 Elsevier Ltd. All rights reserved.

Original language	English
Pages (from-to)	2408-2413
Journal	Tetrahedron: asymmetry
Volume	21
Issue number	19
DOIs	https://doi.org/10.1016/j.tetasy.2010.09.007
Publication status	Published - 7 Oct 2010

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

SDG 12 Responsible Consumption and Production

Keywords

biotransformation
biocatalysis
PLE

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10.1016/j.tetasy.2010.09.007

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title = "Biotransformation-mediated synthesis of (1S)-1-(2,6-dichloro-3- fluorophenyl)ethanol in enantiomerically pure form",

abstract = "An efficient four-step biotransformation-mediated synthesis of (1S)-1-(2,6-dichloro-3-fluorophenyl)ethanol in enantiomerically pure form is described. This compound is a key intermediate required for the preparation of PF-2341066, a potent inhibitor of c-Met/ALK that is currently in clinical development. The described synthesis was used to manufacture 6 kg of the title compound and can also be employed to produce the corresponding (1R)-enantiomer. {\textcopyright} 2010 Elsevier Ltd. All rights reserved.",

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author = "Martinez, \{Carlos A.\} and Renzo Meijer and Gerard Metselaar and Gerlof Kruithof and Curtis Moore and Kung, \{Pei Pei\} and Erik Keller",

year = "2010",

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T1 - Biotransformation-mediated synthesis of (1S)-1-(2,6-dichloro-3- fluorophenyl)ethanol in enantiomerically pure form

AU - Martinez, Carlos A.

AU - Meijer, Renzo

AU - Metselaar, Gerard

AU - Kruithof, Gerlof

AU - Moore, Curtis

AU - Kung, Pei Pei

AU - Keller, Erik

PY - 2010/10/7

Y1 - 2010/10/7

N2 - An efficient four-step biotransformation-mediated synthesis of (1S)-1-(2,6-dichloro-3-fluorophenyl)ethanol in enantiomerically pure form is described. This compound is a key intermediate required for the preparation of PF-2341066, a potent inhibitor of c-Met/ALK that is currently in clinical development. The described synthesis was used to manufacture 6 kg of the title compound and can also be employed to produce the corresponding (1R)-enantiomer. © 2010 Elsevier Ltd. All rights reserved.

AB - An efficient four-step biotransformation-mediated synthesis of (1S)-1-(2,6-dichloro-3-fluorophenyl)ethanol in enantiomerically pure form is described. This compound is a key intermediate required for the preparation of PF-2341066, a potent inhibitor of c-Met/ALK that is currently in clinical development. The described synthesis was used to manufacture 6 kg of the title compound and can also be employed to produce the corresponding (1R)-enantiomer. © 2010 Elsevier Ltd. All rights reserved.

KW - biotransformation

KW - biocatalysis

KW - PLE

KW - biotransformatie

KW - biocatalisatie

UR - https://www.mendeley.com/catalogue/087a354e-f7ee-36ae-abf9-00c7581d9b63/

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DO - 10.1016/j.tetasy.2010.09.007

M3 - Article

SN - 0957-4166

VL - 21

SP - 2408

EP - 2413

JO - Tetrahedron: asymmetry

JF - Tetrahedron: asymmetry

IS - 19

ER -

Biotransformation-mediated synthesis of (1S)-1-(2,6-dichloro-3- fluorophenyl)ethanol in enantiomerically pure form

Abstract

UN SDGs

Keywords

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