Chemoenzymatic Protocol for the Synthesis of Enantiopure ?-Blocker (S)-Bisoprolol
نویسندگان
چکیده
The ?-blocker (S)-bisoprolol hemifumarate has been synthesised in 96% enantiomeric excess with 19% total yield a six-step synthesis. A transesterification reaction of the racemic chlorohydrin 1-chloro-3-(4-((2-isopropoxyethoxy)methyl)phenoxy)propan-2-ol catalysed by lipase B from Candida antarctica resulted R-chlorohydrin high purity. Reaction this building block isopropylamine methanol gave (S)-bisoprolol, and further fumaric acid fumarate ee. Specific rotation value confirmed absolute configuration enantiopure drug.
منابع مشابه
Chemoenzymatic synthesis of enantiopure hydroxy sulfoxides derived from substituted arenes.
Enantiopure β-hydroxy sulfoxides and catechol sulfoxides were obtained, by chemoenzymatic synthesis, involving dioxygenase-catalysed benzylic hydroxylation or arene cis-dihydroxylation and cis-diol dehydrogenase-catalysed dehydrogenation. Absolute configurations of chiral hydroxy sulfoxides were determined by X-ray crystallography, ECD spectroscopy and stereochemical correlation. The applicatio...
متن کاملnano-rods zno as an efficient catalyst for the synthesis of chromene phosphonates, direct amidation and formylation of amines
چکیده ندارد.
Chemoenzymatic Synthesis and Chemical Recycling of Poly(ester-urethane)s
Novel poly(ester-urethane)s were prepared by a synthetic route using a lipase that avoids the use of hazardous diisocyanate. The urethane linkage was formed by the reaction of phenyl carbonate with amino acids and amino alcohols that produced urethane-containing diacids and hydroxy acids, respectively. The urethane diacid underwent polymerization with polyethylene glycol and α,ω-alkanediols and...
متن کاملStraightforward synthesis of enantiopure (R)- and (S)-trifluoroalaninol.
Two efficient routes are reported for the synthesis of both enantiomers of trifluoroalaninol in enantiopure form. The first pathway involves a Strecker-type reaction performed from a chiral trifluoromethyloxazolidine (Fox). The second route, which is more direct, involves, as a key step, the reduction of chiral oxazolidines or imines derived from ethyl trifluoropyruvate.
متن کاملChemoenzymatic Enantioselective Formal Synthesis of (-)-Gephyrotoxin-223
(-)-Gephyrotoxin-223 was formally synthesized from chiral synthon 1 which has been chemoenzymatically synthesized in the presence of Candida Antartica lipase.
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
ژورنال
عنوان ژورنال: Catalysts
سال: 2022
ISSN: ['2073-4344']
DOI: https://doi.org/10.3390/catal13010054