- Preparation method of chiral 1-amino-2-propanol
-
The invention provides a preparation method of chiral 1-amino-2-propanol, which comprises the following steps: carrying out ring-opening reaction on trifluoroacetamide and chiral epoxypropane to generate an intermediate product I; and carrying out hydrolysis reaction on the intermediate product I to obtain the chiral 1-amino-2-propanol. According to the preparation method, the target product can be obtained through a two-step reaction, so that the preparation process of chiral 1-amino-2-propanol is greatly simplified; and the raw materials trifluoroacetamide and chiral epoxypropane are cheap and easily available, the reaction process is simple, the operation is convenient, harsh reaction conditions such as high temperature and high pressure are not needed, complex purification, post-treatment and chiral resolution operations are also not needed, and the obtained target product has high purity, high yield and high optical activity, and is suitable for large-scale industrial preparation.
- -
-
Paragraph 0052-0053; 0056-0059; 0074-0075; 0078-0079
(2020/09/09)
-
- HIV INTEGRASE INHIBITORS
-
The present invention features compounds that are HIV integrase inhibitors and therefore are useful in the inhibition of HIV replication, the prevention and/or treatment of infection by HIV, and in the treatment of AIDS and/or ARC.
- -
-
-
- METHOD FOR PRODUCING OPTICALLY ACTIVE 2-HYDROXY ESTER AND NOVEL INTERMEDIATE COMPOUND
-
Disclosed is a method for producing an optically active 2-hydroxy ester, comprising selectively esterifying one enantiomer of a racemic 2-hydroxy ester in a solvent containing a catalyst such as tetramisole or benzotetramisole, and a carboxylic acid anhydride, or a carboxylic acid anhydride and a carboxylic acid. In particular, in the case where the solvent contains a carboxylic acid anhydride, but does not contain a carboxylic acid, as the carboxylic acid anhydride, a carboxylic acid anhydride containing a tertiary or quaternary carbon atom in the a-position is used. On the other hand, in the case where the solvent contains a carboxylic acid anhydride and a carboxylic acid, as the carboxylic acid, a carboxylic acid containing a tertiary or quaternary carbon atom in the a-position is used.
- -
-
Page/Page column 18
(2012/01/13)
-
- Asymmetric hydroformylation of vinyl acetate: Application in the synthesis of optically active isoxazolines and imidazoles
-
Equation Presented (R)- and (S)-2-(Acetyloxy)-propanal were prepared [93.8% ee, 102 b/l for (R), 96.9% ee, 149 b/l for (S)] via asymmetric hydroformylation of vinyl acetate on a 150-180 g scale and were used as the starting materials in the synthesis of chiral isoxazoline and imidazole derivatives which proceeded without racemization of the chiral center.
- Thomas,Axtell, Alex T.,Klosin, Jerzy,Wei, Peng,Rand, Cynthia L.,Clark, Thomas P.,Landis, Clark R.,Abboud, Khalil A.
-
p. 2665 - 2668
(2008/02/09)
-
- Highly Enantioselective Asymmetric Hydrogenation of α-Phthalimide Ketone: An Efficient Entry to Enantiomerically Pure Amino Alcohols
-
A new type of α-phthalimide ketones was hydrogenated in excellent enantioselectivity by using a Ru-(C3-TunePhos) complex as the catalyst. Up to 10000 turnovers have been achieved in more than 99% ee in the hydrogenation reaction. A dynamic kinetic resolution study for the synthesis of threonine was performed, and high anti selectivity (>97:3) was observed for the first time. An efficient method to synthesize enantiomerically pure amino alcohols has been developed. Copyright
- Lei, Aiwen,Wu, Shulin,He, Minsheng,Zhang, Xumu
-
p. 1626 - 1627
(2007/10/03)
-
- SUBSTITUTED QUINAZOLINE DERIVATIVES AND THEIR USE AS INHIBITORS
-
The use of a compound of formula (I) 1 or a salt, ester or amide thereof; where X is O, or S, S(O) or S(O)2, or NR6 where R6 is hydrogen or C1-6 alkyl,; R5 is an optionally substituted 5-membered heteroaromatic ring, R1, R2 ,R3, R4 are independently selected from various specified moieties, in the preparation of a medicament for use in the inhibition of aurora 2 kinase. Certain compounds are novel and these, together with pharmaceutical compositions containing them are also described and claimed
- -
-
-
- Resolution of β-aminoalcohols and 1,2-diamines using fractional crystallization of diastereomeric salts of dehydroabietic acid
-
(S)-(+)-1-Amino-3-phenyloxy-2-propanol, (R)-(-)-2-amino-1-phenylethanol, (S)-(+)-1-amino-2-propanol, (1S,2S)-(+)-2-aminocyclohexanol and (1S,2S)-(+)-1,2-diaminocyclohexane were resolved using dehydroabietic acid. It was shown that good to high enantiomeric purity, between 81~>99% ee, was obtained and that dehydroabietic acid could be easily and efficiently recovered in a reusable form.
- Guangyou, Zhang,Yuquing, Liao,Zhaohui, Wang,Nohira, Hiroyuki,Hirose, Takuji
-
p. 3297 - 3300
(2007/10/03)
-
- Process for the selective enzymatic hydroxylation of aldehydes and ketones
-
A process for the selective enzymatic hydroxylation of aldehydes and ketones using chiral anchor-protective groups.
- -
-
-
- A novel highly stereoselective synthesis of chiral 5- and 4,5-substituted 2-oxazolidinones
-
A novel highly stereoselective synthesis of chiral mono- and bicyclic 4- and 4,5-substituted 2-oxazolidinones starting from β-keto esters was developed. After bioreduction with S. cerevisiae the resulting homochiral β-hydroxy esters are transformed into their hydrazides. Treatment with NaNO2/H+ then furnishes 2-oxazolidinones in high e.e. (~99%) and d.e. (>99%). The ring formation proceeds via a highly concerted sextet rearrangement with full retention of configuration at the stereocentres. Enantiopure 1,2-amino alcohols can subsequently be obtained by saponification of the 2-oxazolidinone products.
- Bertau,Buerli,Hungerbuehler,Wagner
-
p. 2103 - 2107
(2007/10/03)
-
- Synthesis of Peptidosulfinamides and Peptidosulfonamides: Peptidomimetics Containing the Sulfinamide or Sulfonamide Transition-State Isostere
-
Synthetic routes are described toward the preparation of α- as well as β-substituted aminoethanesulfinyl chlorides, starting from either an aldehyde or from an amino acid derivative.The sulfinyl chlorides are used as building blocks for the preparation of homochiral α- or β-substituted sulfinamide and sulfonamide transition-state isosteres.The methodology has been applied to the synthesis of peptidosulfonamide peptidomimetics such as a hapten needed for the generation of antibodies and potential HIV protease inhibitors.In addition, the β-substituted aminoethanesulfinyl chlorides were used as building blocks for the preparation of a tetrapeptidosulfonamide, which can be considered as a biopolymer mimetic, employing a repetition of a cycle of three reactions: coupling of the sulfinyl chloride to the N-terminus of the growing peptidosulfonamide, oxidation to the sulfonamide, and deprotection of the N-terminus.
- Moree, Wilna J.,Marel, Gijs A. van der,Liskamp, Rob J.
-
p. 5157 - 5169
(2007/10/02)
-
- STEREOCHEMISTRY OF THE RING CLOSURE REACTION OF OPTICALLY ACTIVE 1-AMINO-2-PROPANOL
-
Optically active 2-methylethylenimine has been prepared via ring closure reaction of (R)- or (S)- 1-amino-2-propanol.The reaction is explained by an intramolecular SN mechanism.
- Yahiro, Nobuhide
-
p. 1479 - 1480
(2007/10/02)
-