10249-88-4

Upstream product

• 3005-60-5 N-benzoyl-L-leucine methyl ester 
• 7533-40-6 (S)-2-amino-4-methylpentan-1-ol 
• 100-44-7 benzyl chloride 
• 66399-70-0 N-benzyl-L-leucine methyl ester 
• 98-88-4 benzoyl chloride 
• 61-90-5 L-leucine 
• 1466-83-7 (R)-2-benzamido-4-methylpentanoic acid 
• 7533-40-6 2-amino-4-methyl-1-pentanol 
• 100-39-0 benzyl bromide 
• 328-38-1 (R)-leucine 
• 100-52-7 benzaldehyde 
• 7517-19-3 methyl (L)-leucinate hydrochloride 
• 1466-83-7 N-benzoyl-L-leucine 
• 257296-58-5 N-((S)-1-hydroxymethyl-3-methyl-butyl)-benzamide 

Downstream Products

• 725228-03-5 (S)-N-benzyl-4-hydroxymethyl-3-aza-6-methyl-heptan-1-ol 
• 1263196-93-5 C₂₆H₄₁ClN₄O₃*C₄H₄O₄ 
• 1415413-53-4 C₃₂H₄₄ClN₅O₇S 
• 1263196-92-4 C₂₆H₄₁ClN₄O₃ 
• 158380-72-4 N-benzyl-N-(tert-butoxycarbonyl)-L-leucinol 
• 158380-75-7 tert-butyl (S)-benzyl(4-methyl-1-oxopentan-2-yl)carbamate 

Relevant academic research and scientific papers

Regiospecific synthesis and N-acylation of chiral 1,2,5-thiadiazolidines 1,1-dioxides

The regiospecific synthesis of chiral N-acyl cyclosulfamides (sulfa-analogues of cyclic ureas) was carried out starting from chlorosulfonyl isocyanate (CSI), 1-substituted N-benzyl-2-chloroethylamine hydrochloride and acyl chloride. Chiral N-acyl-thiadiazolidines 1,1-dioxides have been prepared in high yield starting from the corresponding cyclosulfamides acyl chloride, triethylamine and a catalytic amount of 4-(N,N-dimethylamino)pyridine.

Chiral separation of amino acids using a chiral crown ether by impregnation on a polymeric support and monoamine modified silica gel

A chiral monoaza-15-crown-5 ether derivative was prepared from l-Leucinol and used as a chiral stationary phase. The new chiral stationary phases CSP-1 and CSP-2 were employed in separating the enantiomers of the sodium and potassium salts of amino acids.

The enantiomeric recognition of chiral organic ammonium salts by chiral monoaza-15-crown-5 ether derivatives

Novel chiral monoaza-15-crown-5 ether derivatives 1 and 2 were prepared from L-phenylalaninol and L-leucinol, respectively. The effect of the substituent at the stereogenic center on chiral recognition and enantioselectivity were investigated. Binding con

X-ray crystallographic and proton nuclear magnetic resonance studies of β-hydroxy-N-nitrosamines derived from α-amino acids and ephedrine

β-Hydroxy-N-nitrosamines derived from L-leucine, L-valine, L-phenylalanine, D-phenylglycine and (1R,2S)-ephedrine have been synthesized and analyzed. These compounds all exhibit rotameric populations of (E)- and (Z)-stereoisomers that are a result of the

Substrate-Controlled Diastereoselectivity Reversal in NHC-Catalyzed Cross-Benzoin Reactions Using N-Boc-N-Bn-Protected α-Amino Aldehydes

The effectiveness of utilizing N-Bn-N-Boc-α-amino aldehydes in cross-benzoin reactions with heteroaromatic aldehydes is demonstrated. The reaction is both chemoselective and syn-selective, making it complementary to the anti-selective cross-benzoin reaction of NHBoc-α-amino aldehydes. Good diastereoselectivity is obtained for a variety of amino aldehydes, including nonhindered ones. A Felkin-Anh model can be used to rationalize the observed diastereoselectivity.

Design and discovery of new (3S,5R)-5-[4-(2-chlorophenyl)-2,2-dimethyl-5- oxopiperazin-1-yl]piperidine-3-carboxamides as potent renin inhibitors

Utilizing X-ray crystal structure analysis, (3S,5R)-5-[4-(2-chlorophenyl)- 2,2-dimethyl-5-oxopiperazin-1-yl]piperidine-3-carboxamides were designed and identified as renin inhibitors. The most potent compound 15 demonstrated favorable pharmacokinetic and

Design of a genetic algorithm for the simulated evolution of a library of asymmetric transfer hydrogenation catalysts

A library of catalysts was designed for asymmetric-hydrogen transfer to acetophenone. At first, the whole library was submitted to evaluation using high-throughput experiments (HTE). The catalysts were listed in ascending order, with respect to their performance, and best catalysts were identified. In the second step, various simulated evolution experiments, based on a genetic algorithm, were applied to this library. A small part of the library, called the mother generation (GO), thus evolved from generation to generation. The goal was to use our collection of HTE data to adjust the parameters of the genetic algorithm, in order to obtain a maximum of the best catalysts within a minimal number of gen-erations. It was namely found that simulated evolution's results depended on the selection of GO and that a random GO should be preferred. We also demonstrated that it was possible to get 5 to 6 of the ten best catalysts while investigating only 10% of the library. Moreover, we developed a double algorithm making this result still achievable if the evolution started with one of the worst GO.

Facile synthesis of β-amino disulfides, cystines, and their direct incorporation into peptides

Herein, we report a simple and efficient methodology for the synthesis of β-amino disulfides by regioselective ring opening of sulfamidates with benzyltriethylammonium tetrathiomolybdate [BnNEt3] 2MoS4. Stability and reactivity of different protecting groups under the reaction conditions have been discussed. This methodology has also been extended to serine and threonine derived sulfamidates to furnish cystine and 3,3′-dimethyl cystine derivatives. Georg Thieme Verlag.

New pseudonucleosides containing chiral oxazolidin-2-ones and Cyclosulfamides as aglycones: Synthesis and antiviral evaluation

A series of chiral cyclosulfamides and oxazolidinon-2-ones have been synthesized starting from aminoacids. Regioselective substitution of these pseudopyrimidic heterocyles was carried out under Mitsunobu conditions. Best substitution results were obtained by preliminary deprotection of cyclosulfamides and their condensation with β -D-ribofuranose. Chiral oxazolidin-2-ones were coupled directly with D-ribofuranose. All compounds were tested against HSV-2, VV and SV viruses. Two compounds 6b and 6e showed significant activities against HSV-type 1. Copyright Taylor & Francis Group, LLC.

Stereocontrolled synthesis of 3-substituted azetidinic amino acids

A set of enantiomerically pure N-disubstituted β-amino alcohols was chlorinated by treatment with thionyl chloride. This reaction gave a mixture of regioisomeric chlorides that could be equilibrated to the more stable regioisomer by heating in DMF. The chlorides thus obtained were engaged in an intramolecular anionic ring-closure and gave access to fully protected enantio- and diastereomerically pure 2,3-cis-disubstituted azetidinic amino acids. One of the latter was deprotected and included in a short peptide sequence. Georg Thieme Verlag Stuttgart.