32379-10-5Relevant academic research and scientific papers
Enzymatic preparation of optically active 2-acetoxymethylglycidol, a new chiral building block in natural product synthesis
Seu,Kho
, p. 7015 - 7016 (1992)
Asymmetric hydrolysis of geminally disubstituted achiral diacetate 2 with lipase PPL yielded optically active (R)-(-)-2-acetoxymethylglycidol 3 and its reduction gave compound 6, useful as the tert-alcohol chiral building block.
4,6-SUBSTITUTED-PYRAZOLO[1,5-a]PYRAZINES AS JANUS KINASE INHIBITORS
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Paragraph 00383, (2016/06/28)
Compounds of Formula I: and stereoisomers and pharmaceutically acceptable salts and solvates thereof in which R1, R2, R3 and R4 have the meanings given in the specification, are inhibitors of one or more JAK kinases and are useful in the treatment of JAK kinase-associated diseases and disorders, such as autoimmune diseases, inflammatory diseases, rejection of transplanted organs, tissues and cells, as well as hematologic disorders and malignancies and their co-morbidities.
Chemoenzymatic enantioselective synthesis of 2-substituted glycerol derivatives
Bolduc, Melanie,Bergeron, Jerome,Michaud, Annie,Pelchat, Nicholas,Morin, Pierre,Dasser, Mohammed,Chenevert, Robert
experimental part, p. 428 - 433 (2012/07/28)
2-Substituted glycerol derivatives 4a-g were resolved by acylation with vinyl butyrate in the presence of lipases in organic media. The reverse reaction, the enzymatic hydrolysis of the corresponding butyrates 5a-g, was also highly stereoselective and pro
Synthesis of the C7-C23 fragment related to iriomoteolide-1a via B -alkyl suzuki-miyaura cross-coupling and indium-mediated aldehyde allylation
Liu, Yuanxin,Wang, Jian,Li, Huoming,Wu, Jinlong,Feng, Gaofeng,Dai, Wei-Min
scheme or table, p. 2184 - 2188 (2010/10/21)
Synthesis of the C7-C23 fragment and its 18R,19S-diastereomer of iriomoteolide-1a has been accomplished from the C7-C12 allyl bromide, the C13-C16 vinyl iodide, and the C17-C23 alkyl iodide fragments. These fragments were assembled first by the B-alkyl Suzuki-Miyaura cross-coupling to give the C13-C23 intermediate. The latter, after being transformed into the C13 aldehyde, was coupled to the C7-C12 allyl bromide in the presence of indium powder in THF-H2O (1:1) at 70deg;C to the fully functionalized C7-C23 fragment with orthogonal protecting groups at C19 (PMB ether), and C9, C14, and C22 (TBS, TES, and TBS ethers, respectively). Formation of the characteristic six-membered C9/C13-hemiacetal ring has been demonstrated after global desilylation using pyridine-buffered HF.
Development of a multikilogram synthesis of a chiral epoxide precursor to a CCR1 antagonist. Use of in situ monitoring for informed optimisation via fragile intermediates
Ange, Debra,Booker, James E. M.,Pedge, Nicholas,Sinclair, Rhona,Sleigh, Chris,Stefinovic, Marijan,Vaz, Luis-Manuel,Way, Edward
experimental part, p. 72 - 84 (2010/05/02)
The optimisation and scale up of a manufacturing route to a key intermediate, acetic acid 4-acetylamino-3-(2-methyl-oxiranyl- methoxy)phenyl ester (2), utilising a SNAr coupling, the hydro- genation of a nitro moiety and the conversion of a chi
USE OF INTERMEDIATES ((R ) -2,2, 4-TRIMETHYL-L, 3-DIOXOLANE-4-YL) METHANOL (A), 3-F LUORO-4-NITRO-PHENOL (B) AND 1- (4-CHLORO- BENZYL) -PIPERIDIN-4-YLAMINE (C)
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Page/Page column 15-16, (2009/04/25)
The present invention relates to novel processes for the preparation of intermediate compounds which can be used to prepare therapeutic agents. The present invention also relates to novel intermediate compounds which can be used to prepare therapeutic agents. More specifically, the invention relates to the use of intermediates ((R) -2,2,4-trimethyl-l, 3- dioxolane-4 -yl) methanol (A), 3-f luoro-4-nitro-phenol (B) and 1- (4-chloro-benZyl) -piperidin-4-ylamine (C).
Enantioselective synthesis of tertiary alcohols by the desymmetrizing benzoylation of 2-substituted glycerols
Jung, Byunghyuck,Hong, Mi Sook,Kang, Sung Ho
, p. 2616 - 2618 (2008/02/13)
(Chemical Equation Presented) Complementary catalysts have been found for the enantioselective desymmetrization of 2-substituted glycerols by monobenzoylation with benzoyl chloride and Et3N to give chiral tertiary alcohols with 80 to 94% ee (se
Facile synthesis of C2-symmetric chiral crown ethers with two reactive hydroxymethyl groups
Nakatsuji, Yohji,Nakahara, Yoshio,Nagamiya, Katsumori,Itoh, Yuki,Uesugi, Kentaro,Ishida, Naohisa,Muraoka, Masahiro,Kida, Toshiyuki,Akashi, Mitsuru
, p. 2973 - 2978 (2008/03/13)
Two C2-symmetric chiral crown ethers, (2S,12S)-2,12- bis(hydroxymethyl)-2,12-dimethyl-18-crown-6 and (2R,9R)-2,9-bis(hydroxymethyl)- 2,9-dimethyl-18-crown-6 were synthesized from a chiral subunit, [(45)-2,2,4-trirnethyl-1,3-dioxolane-4-yl]methanol, at high enantiomeric purity over several steps. This synthetic method offers the potential to construct a variety of C2-symmetric chiral crown ethers using diverse combinations of building blocks. Georg Thieme Verlag Stuttgart.
An alternative approach to (S)- and (R)-2-methylglycidol O-benzyl ether derivatives
Avenoza, Alberto,Cativiela, Carlos,Peregrina, Jesus M.,Sucunza, David,Zurbano, Maria M.
, p. 1383 - 1388 (2007/10/03)
This report describes the gram scale synthesis of (S)- and (R)-2,2,4-trimethyl-4-(hydroxymethyl)-1,3-dioxolanes using the Sharpless asymmetric dihydroxylation (AD) of the Weinreb amide of 2-methyl-2-propenoic acid. The 2-methylglycerol acetonides resultan
Chemo-enzymatic enantioconvergent synthesis of C4-building blocks containing a fully substituted chiral carbon center using bacterial epoxide hydrolases
Steinreiber,Hellstr?m,Mayer,Orru,Faber
, p. 111 - 113 (2007/10/03)
A highly efficient chemo-enzymatic asymmetric synthesis of chiral C4-building blocks containing a fully substituted carbon center is reported. The key transformation consists of a deracemization based on an enantioconvergent asymmetric hydrolys
