80696-29-3

Usage

InChI:InChI=1/C6H15NO/c1-2-3-4-6(7)5-8/h6,8H,2-5,7H2,1H3/p+1/t6-/m0/s1

Upstream product

• 327-57-1 L-Norleucine 
• 21754-55-2 L-norleucine methyl ester 
• 501-53-1 benzyl chloroformate 
• 157985-13-2 (-)-(3R,5S)-5-butyl-3-phenylmorpholin-2-one 
• 20261-68-1 1-chlorohexan-2-one 
• 157985-04-1 5-butyl-3R-phenyl-3,6-dihydro-[1,4]oxazin-2-one 
• 261963-25-1 (-)-(R)-(phenyl)(phenylmethoxycarboxylamino)acetic acid 2-oxo-hexyl ester 
• 866531-16-0 2-Chloro-3-oxo-heptanoic acid methyl ester 
• 73397-68-9 1-hydroxyhexan-2-one 
• 5665-74-7 2-amino-1-hexanol 

Downstream Products

• 131403-16-2 (S)-(-)-2-benzyloxycarbonylaminohexan-1-ol 
• 736143-91-2 ((S)-1-Hydroxymethyl-pentyl)-carbamic acid phenethyl ester 
• 87601-68-1 (S)-2-tosylamino-hexyl 4-toluenesulfonate 
• 1026927-99-0 [(S)-1-((E)-2-Benzenesulfonyl-vinyl)-pentyl]-carbamic acid tert-butyl ester 
• 104062-70-6 (S)-N-Boc-leucinal 
• 116640-17-6 tert-butyl [(1S)-1-(hydroxymethyl)pentyl]carbamate 
• 912806-86-1 (S)-2-tosylamino-1-hexanol 
• 131403-17-3 (S)-2-benzyloxycarbonylamino-1-hexyl p-toluenesulfonate 
• 131403-19-5 (S)-N-benzyloxycarbonyl-1-butyl-4-pentenylamine 
• 131403-18-4 (S)-2-benzyloxycarbonylamino-1-iodohexane 
• 101689-10-5 (S)-3,3,3-Trifluoro-2-methoxy-N-((R)-1-methyl-pentyl)-2-phenyl-propionamide 
• 101689-10-5 3,3,3-Trifluoro-2-methoxy-N-((R)-1-methyl-pentyl)-2-phenyl-propionamide 
• 81329-98-8 4-Methyl-N-((R)-1-methyl-pentyl)-benzenesulfonamide 
• 117591-20-5 calpeptin 

Relevant academic research and scientific papers

Enantioselective Synthesis of Chiral Vicinal Amino Alcohols Using Amine Dehydrogenases

Chiral vicinal amino alcohols are an important motif found in many biologically active molecules. In this study, biocatalytic reductive amination of α-hydroxy ketones with ammonia was investigated using engineered amine dehydrogenases (AmDHs) derived from the leucine amino acid dehydrogenase (AADH) from Lysinibacillus fusiformis. The AmDHs thus identified enabled the synthesis of (S)-configured vicinal amino alcohols from the corresponding α-hydroxy ketones in up to 99% conversions and >99% ee. One of the AmDH variants was used to prepare a key intermediate for the antituberculosis pharmaceutical ethambutol.

Data mining of amine dehydrogenases for the synthesis of enantiopure amino alcohols

Chiral amino alcohols are essential building blocks for the pharmaceutical industry, and are widely present in natural and synthetic bioactive compounds. Amine dehydrogenases (AmDHs) can asymmetrically reduce prochiral ketones with low-cost ammonia to chiral amines and water as by-products, using NAD(P)H as a cofactor under mild conditions, but hydroxy ketones with formation of chiral hydroxy amines have rarely been investigated. In this study, six new bacterial AmDHs derived from amino acid dehydrogenases (AADHs) were identified by data mining, and five out of the six enzymes were able to efficiently reduce 1-hydroxybutan-2-one (1a) to (S)-2-aminobutan-1-ol ((S)-2a) with 19-99% conversions and 99% ee. The five AmDHs were purified and biochemically characterized for reductive amination activity towards substrate 1a with the optimal pH at 8.5 or 9.0 and the optimal temperature at 45 °C, 50 °C or 55 °C, and provided reductive amination of a broad range of prochiral α-hydroxy ketones, and even of a model β-hydroxy ketone leading to β-hydroxy amine with 99% ee. Our study expands the toolbox of AmDHs in the synthesis of chiral amino alcohols.

COMPOUNDS AND METHOD OF USE

This present disclosure relates to compounds with ferroptosis inducing activity, a method of treating a subject with cancer with the compounds, and combination treatments with a second therapeutic agent.

COMPOSITIONS AND METHODS FOR CYCLOFRUCTANS AS SEPARATION AGENTS

The present invention relates to derivatized cyclofructan compounds, compositions comprising derivatized cyclofructan compounds, and methods of using compositions comprising derivatized cyclofructan compounds for chromatographic separations of chemical species, including enantiomers. Said compositions may comprise a solid support and/or polymers comprising derivatized cyclofructan compounds.

Discovery of narlaprevir (SCH 900518): A potent, second generation HCV NS3 serine protease inhibitor

Boceprevir (SCH 503034), 1, a novel HCV NS3 serine protease inhibitor discovered in our laboratories, is currently undergoing phase III clinical trials. Detailed investigations toward a second generation protease inhibitor culminated in the discovery of narlaprevir (SCH 900518), 37, with improved potency (～10-fold over 1), pharmacokinetic profile and physicochemical characteristics, currently in phase II human trials. Exploration of synthetic sequence for preparation of 37 resulted in a route that required no silica gel purification for the entire synthesis.

Amino alcohol derivatives, method of producing said derivatives and medicaments containing them

Compounds of formula I in which R1denotes hydrogen or methyl R2denotes lower straight-chained or branched alkyl with 1 to 10 carbon atoms R3denotes hydrogen or lower alkyl n denotes 0-12 R4denotes alkyl, alkenyl or alkinyl with 6 to 24 carbon atoms, processes for the production thereof as well as pharmaceutical agents containing these compounds for the treatment of osteoporosis.

A general synthesis of enantiopure 1,2-aminoalcohols via chiral morpholinones

Eleven optically active 1,2-aminoalcohols 20a-i and 26b-c were prepared from D-phenylglycine via cyclic imines 7b-i (or enamine 7a). The key step of the strategy is the diastereoselective reduction of chiral oxazinones 7a-i.

ASYMMETRIC SYNTHESIS WITH CHIRAL HYDROGENOLYSABLE AMINES: A NEW ROUTE TO ENANTIOPURE ETHANOLAMINES

Enantiopure ethanolamines have been obtained via diastereoselective reduction of chiral 2,3-dihydro-6H-1,4-oxazin-2-ones.

Aldehyde derivatives and their use as calpain inhibitors

Aldehyde derivatives with a specific calpain inhibiting activity and a platelet-aggregation inhibiting effect with formula (I) or formula (II): wherein R1 represents an aromatic hydrocarbon group, a heterocyclic group, or a group of-X-R3 in which X represents O,-S(O)m-(m = 0, 1, or 2), and R3 represents an aromatic hydrocarbon group, a heterocyclic group, or an alkyl group; Z represents R?-Y-or R?O-CH(R?)-in which Y represents a 3-to 7-membered nitrogen-containing saturated heterocyclic group, or a single cyclic saturated hydrocarbon group, R? represents an alkyl group, an alkenyl group, an alkynyl group, an acyl group, a sulfonyl group, an alkoxycarbonyl group, a carbamoyl group, or a thiocarbamoyl group, R? represents hydrogen, an alkyl group, or an aromatic hydrocarbon group, and R? represents an acyl group, a carbamoyl group, a thiocarbamoyl group, or an alkyl group; and n is an integer of 1 to 5. wherein R?, R?, R?, and R1? are defined in the specification.

An Efficient Route to Chiral trans-2,5-Dialkylpyrrolidines via Stereoselective Intramolecular Amidomercuration

An intramolecular amidomercuration of α-butylated 4-pentenylcarbamate 5 predominantly provided trans-2,5-disubstituted pyrrolidine 6, which was elaborated to chiral trans-5-butyl-2-alkylpyrrolidines 10 and 13, constituents of ant venoms.