25528-71-6

Usage

Chemical Properties

White to off-white solid

Upstream product

• 100400-96-2 (S)-2-acetylamino-3-cyclohexylpropionic acid 
• 110508-12-8 <(1S,2R)-10-(dicyclohexylaminosulfonyl)born-2-yl> 3-phenylpropionate 
• 51987-73-6 (S)-2-tert-butoxycarbonylamino-3-phenyl-propionic acid methyl ester 
• 17193-39-4 methyl 3-cyclohexyl-L-alaninate hydrochloride 
• 110449-44-0 <(1S,2R)-10-(N,N-dicyclohexylaminosulfonyl)born-2-yl> <(2S)-2-(N,N'-di-tert-butoxycarbonyl)>hydrazino-3-phenylpropionate 
• 2018-61-3 (S)-2-acetylamino-3-phenylpropanoic acid 
• 407578-45-4 (3S,6S)-3-isopropyl-6-(cyclohexylmethyl)piperazine-2,5-dione 
• 219916-56-0 (3S,6S)-N,N'-bis(4-methoxybenzyl)-3-isopropyl-6-(cyclohexylmethyl)piperazine-2,5-dione 
• 40056-18-6 methyl L-cyclohexylalaninate 
• 110449-53-1 <(1S,2R)-10-(N,N-dicyclohexylaminosulfonyl)born-2-yl> (2S)-2-amino-3-cyclohexylpropionate 
• 63-91-2 L-phenylalanine 

Downstream Products

• 37736-82-6 (S)-2-tert-butoxycarbonylamino-3-cyclohexylpropionic acid 
• 639520-15-3 (2S)-3-cyclohexyl-2-(1,1-dioxo-benzo[d]isothiazol-3-ylamino)-propionic acid 
• 1238432-39-7 (S,S)-ethylenediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid 
• 17193-39-4 methyl 3-cyclohexyl-L-alaninate hydrochloride 
• 1469996-72-2 2-(benzyloxy)-5-chloro-N-[(2S)-1-[(4-bromophenyl)amino]-1-oxo-3-cyclohexylpropan-2-yl]benzamide 
• 1469996-70-0 2-(benzyloxy)-5-chloro-N-[(2S)-1-[(3-trifluoromethylphenyl)amino]-1-oxo-3-cyclohexylpropan-2-yl]benzamide 
• 1469996-65-3 (2S)-2-[[2-(benzyloxy)-5-chlorobenzoyl]amino]-3-cyclohexylpropanoic acid 
• 1469996-58-4 methyl (2S)-2-[[2-(benzyloxy)(5-chlorobenzoyl)amino]-3-cyclohexyl]propanoate 
• 1227477-20-4 C₂₂H₂₄BrClN₂O₃ 
• 1227477-18-0 C₂₃H₂₄ClF₃N₂O₃ 

Relevant academic research and scientific papers

DIAMINOPROPANOL RENIN INHIBITORS

Described are diaminopropanols of which are orally active and bind to renin to inhibit its activity. They are useful in the treatment or amelioration of diseases associated with elevated levels of renin activity or in the treatment of aspartic protease me

Reductions of aromatic amino acids and derivatives

Catalytic reduction of phenylalanine and phenylglycine derivatives can be achieved with rhodium on carbon or alumina to give good yields of the corresponding cyclohexyl derivatives. The procedure can be scaled.

Conjugate additions of organocuprates to a 3-methylene-6-isopropyldiketopiperazine acceptor for the asymmetric synthesis of homochiral α-amino acids

Addition of a range of organocuprates to (S)-N,N′-bis(p-methoxybenzyl)-3-methylene-6-isopropylpiperazine-2, 5-dione 8 affords cis-3-isopropyl-6-alkyldiketopiperazines in excellent yield and >95% de. Subsequent deprotection and hydrolysis of these cis-3-isopropyl-6-alkyldiketopiperazines affords homochiral (S)-α-amino acids in excellent yield.

Pyrrolidine derivatives

The invention relates to novel pyrrolidine derivatives represented by formula (1): STR1 wherein: R1 represents (1) a lower alkyl group having 1 to 6 carbon atoms, or (2) a 3- to 15-membered mono- or fused cyclic hydrocarbon group which may contain a hetero atom on the ring, or which may be substituted with a substituent(s); each of n and m represents an integer and the sum of n and m is an integer of 0 to 2; each of X and E represents oxygen, NR' (wherein R' is hydrogen or a lower alkyl group having 1 to 6 carbon atoms), sulfur, phenylene, CH=CH or CH2 ; A represents an amino acid residue or an imino acid residue, which functional group may be optionally protected, or a glycine residue which may be substituted at the amino moiety thereof; and, Y1 represents a cycloalkyl group having 3 to 8 carbon atoms; or a salt thereof. The pyrrolidine derivatives inhibit a prolyl endopeptidase and are expected to be effective for the treatment of amnesia.

Poststatin, a new inhibitor of prolyl endopeptidase. VII. N-cycloalkylamide analogues

Poststatin analogues containing (S)-2-oxo-2-(2-pyrrolidinyl)acetyl moiety in P1 were synthesized and examined for their inhibitory activity against prolyl endopeptidase and cathepsin B in vitro. Introduction of non-peptidyl cycloalkylamine component in P'1 was effective and P3-acyl groups must be widely modifiable for prolyl endopeptidase inhibition. Acyl-L-phenylalanyl-(S)-2-oxo-2-(2-pyrrolidinyl)acetyl-cycloalkylamide type compounds showed IC50 value of nano to subnano g/ml as prolyl endopeptidase inhibitor and were shown no significant inhibitory activities against cathepsin B, a cysteine protease.

Enantioselective Synthesis of α-Amino Acids from 10-(Aminosulfonyl)-2-bornyl Esters and Di(tert-butyl) Azodicarboxylate

Successive treatment of chiral esters 1 with LiN(i-Pr)2/Me3SiCl and di(tert-butyl) azodicarboxylate/TiCl4/Ti(i-PrO)4 gave N,N'-dihydrazino esters 9 which on deacylation, hydrogenolysis, transesterification, and acidic hydrolysis furnished (2S)-α-amino acids 6 in high enantiomeric purity with efficient recovery of the auxiliary alcohol 7.