117709-02-1Relevant articles and documents
Synthesis method of alpha-hydroxyl-beta-amino acid simplex stereoscopic isomer
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Paragraph 0009, (2018/06/28)
The invention relates to a synthesis method of an alpha-hydroxyl-beta-amino acid simplex stereoscopic isomer. The method mainly solves the technical problems that an existing synthesis method uses expensive chiral ligand or highly-toxic raw materials and is not suitable for industrial production. The method includes the steps of firstly, synthesizing substitutive alpha-hydroxyl-beta-amino acid despinner according to a literature method; secondly, stereoscopically and selectively synthesizing an alpha-hydroxyl-beta-amino acid simplex isomer of an (S,S) structure and an alpha-hydroxyl-beta-aminoacid simplex isomer of an (R,R) structure with penicillin G acylase. The method is suitable for preparing the alpha-hydroxyl-beta-amino acid simplex isomers efficiently at low cost.
CERAMIDE GALACTOSYLTRANSFERASE INHIBITORS FOR THE TREATMENT OF DISEASE
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Paragraph 000424; 000425; 000578; 000579, (2018/01/17)
Described herein are compounds, methods of making such compounds, pharmaceutical compositions and medicaments containing such compounds, and methods of using such compounds to treat or prevent diseases or disorders associated with the enzyme ceramide galactosyltransferase (CGT), such as, for example, lysosomal storage diseases. Examples of lysosomal storage diseases include, for example, Krabbe disease and Metachromatic Leukodystrophy.
A METHOD FOR THE PREPARATION OF 3-AMINO-N-CYCLOPROPYL-2-HYDROXYL-HEXANAMIDE
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, (2014/01/08)
The present invention discloses a method for preparing 3-amino-N-cyclopropyl-2-hydroxyl-hexanamide. The invention relates to the technical field of the preparation of pharmaceutical intermediates. The method uses trans-2-hexenoic acid as the starting material, through the steps of epoxidation, ring-opening by nitrile, amidation, etc., to obtain the final product 3-amino-N-cyclopropyl-2-hydroxyl-hexanamide. The method uses easily-obtainable materials, requires mild reactive conditions, and adopts stable processes. Therefore it is suitable for large scale industrial production.
PROCESS FOR PRODUCTION OF OPTICALLY ACTIVE 3-AMINO-2 -HYDROXYPROPIONIC CYCLOPROPYLAMIDE DERIVATIVES AND SALTS THEREOF
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Page/Page column 26-27, (2009/04/23)
An objective of the present application is to provide an industrially practicable method for producing an optically-active 3-amino-2-hydroxypropionic cyclopropylamide derivative or salt thereof from an inexpensive easily-available starting material. The derivative or salt thereof is useful as an intermediate for a medicine. It is also intended by the present application to provide a useful intermediate of the derivative. The objective is attained by the following method. First, an easily-available 2-halo-3-oxopropionic acid derivative is asymmetrically reduced, and then epoxidated to produce an optically-active epoxycarboxylic acid derivative. Next, the derivative is converted into an optically-active epoxyamide derivative by reaction with cyclopropylamine, and then reacted with a nitrile to obtain an optically-active oxazolinamide derivative. Subsequently, selective acid solvolysis of the oxazoline skeleton gives the optically-active 3-amino-2-hydroxypropionic cyclopropylamide derivative or salt thereof.
Regiochemical control of the ring opening of 1,2-epoxides by means of chelating processes.11. Ring opening reactions of aliphatic mono- and difunctionalized cis and trans 2,3- and 3,4-epoxy esters
Azzena, Francesca,Crotti, Paolo,Favero, Lucilla,Pineschi, Mauro
, p. 13409 - 13422 (2007/10/02)
The regiochemical outcome of the ring opening of 1,2-epoxides through chelation processes assisted by metal ions, was verified in the azidolysis of simple aliphatic cis and trans 2,3- and 3,4-epoxy esters and in the corresponding derivatives bearing an ether functionality (OBn) in an allylic relationship to the oxirane ring. The results indicate that the behavior of these epoxides is influenced both by the opening conditions (standard or metal-assisted) and the promoting metal salt [LiClO4 or Mg(ClO4)2]. Copyright
A convenient synthesis of aziridine-2-carboxylic esters
Legters, Johan,Thijs, Lambertus,Zwanenburg, Binne
, p. 1 - 15 (2007/10/02)
Optically active oxirane-2-carboxylic esters, prepared from allylic alcohols employing the Sharpless epoxidation, were treated with sodium azide.The azido alcohols obtained were subsequently converted into aziridine-2-carboxylic esters by reaction with triphenylphosphine, in good yields and with high optical purity.Various racemic oxirane-2-carboxylic esters were subjected to the same sequence of reactions.
Selective C-2 opening of 2,3-epoxyesters with HN3-amine system: A viable route to β-hdyroxy-α-amino acids
Saito,Takahashi,Ishikawa,Moriwake
, p. 667 - 670 (2007/10/02)
The combination of hydrogen azide with amines has proven to effect the C-2 opening of 2,3-epoxyester with high regioselectivity uniformly for trans-epoxyesters and depending on their structures for cis-2,3-epoxyesters.
A CONVENIENT SYNTHESIS OF OPTICALLY ACTIVE 1H-AZIRIDINE-2-CARBOXYLIC ACIDS (ESTERS).
Legters, J.,Thijs, L.,Zwanenburg, B.
, p. 4881 - 4884 (2007/10/02)
Optically active glycidic esters, prepared from allylic alcohols employing the Sharpless epoxidation, were treated with sodium azide.In a subsequent reaction with PPh3 the azido alcohols thus obtained were converted into aziridine-2-carboxylic esters of high optical purity in good yields.
Enantioselective Diastereospecific Synthesis of anti-α-Alkyl-β-hydroxy Esters through Cuprate Opening of Glycidic Esters
Mulzer, Johann,Lammer, Ortrud
, p. 2178 - 2190 (2007/10/02)
A diastereospecific chain elongation of the aldehydes 1 to anti-αalkyl-β-hydroxy esters 2 via the intermediates 4 - 7 is described.By means of the Sharpless epoxidation, 2 may be obtained with >90percent ee in either enantiomer.
Synthesis of the optical antipodes of 4-alkyl-γ-lactones
Thijs, Lambertus,Waanders, Peter P.,Stokkingreef, Edwin H. M.,Zwanenburg, Binne
, p. 332 - 337 (2007/10/02)
Optical antipodes of 4-alkyl-γ-lactones 3 have been prepared by photochemical rearrangement of optically active α,β-epoxy diazomethyl ketones 1 in ethanol to give 4-hydroxy-alkenoates 2, followed by reduction of the alkene bond and subsequent lactonization.The required epoxy diazomethyl ketones 1 were obtained via the following sequence of reactions: alkylation of 2-propyn-1-ol, subsequent reduction to the alkenols 6, Sharpless epoxidation to 2,3-epoxy alcohols 7, oxidation to glycidic esters 8 and finally conversion to diazo ketones 1.The enantiomeric purities range from 84 to 100percent.
