110143-65-2

Upstream product

• 140653-89-0 (E)-benzylideneglyoxylic acid potassium salt 
• 100-52-7 benzaldehyde 
• 2216-51-5 (-)-menthol 
• 1914-59-6 (E)-2-oxo-4-phenyl-3-butenoic acid 

Downstream Products

• 288589-97-9 4-hydroxy-4-phenyl-but-2-enoic acid 
• 1346260-92-1 2-hydroxy-4-phenylbut-3-enoic acid 2-isopropyl-5-methylcyclohexyl ester 
• 129029-61-4 2-hydroxy-4-phenylbut-3-enoic acid 
• 110221-38-0 (S)-2-((2R,6R)-4-tert-Butoxycarbonylmethyl-5-oxo-2-thiophen-2-yl-[1,4]thiazepan-6-ylamino)-4-phenyl-butyric acid ethyl ester 
• 110221-40-4 (S)-2-((2S,6R)-4-tert-Butoxycarbonylmethyl-5-oxo-2-thiophen-3-yl-[1,4]thiazepan-6-ylamino)-4-phenyl-butyric acid ethyl ester 
• 110221-39-1 (S)-2-((2R,6R)-4-tert-Butoxycarbonylmethyl-5-oxo-2-thiophen-3-yl-[1,4]thiazepan-6-ylamino)-4-phenyl-butyric acid ethyl ester 
• 102208-40-2 t-butyl α-{6(R)-[1(S)-ethoxycarbonyl-3-phenylpropylamino]-5-oxo-3(R)-phenylperhydro-1,4-thiazepin-4-yl}acetate 
• 110221-41-5 (S)-2-((3S,6R)-4-tert-Butoxycarbonylmethyl-5-oxo-3-phenyl-[1,4]thiazepan-6-ylamino)-4-phenyl-butyric acid ethyl ester 
• 110221-35-7 tert-butyl α-<(2R,6R)-6-<<(S)-1-(ethoxycarbonyl)-3-phenylpropyl>amino>-5-oxo-2-phenylperhydro-1,4-thiazepin-4-yl>acetate 
• 110221-36-8 (S)-2-((2S,6R)-4-tert-Butoxycarbonylmethyl-5-oxo-2-phenyl-[1,4]thiazepan-6-ylamino)-4-phenyl-butyric acid ethyl ester 
• 102208-42-4 (S)-2-((3R,6R)-4-Carboxymethyl-5-oxo-3-phenyl-[1,4]thiazepan-6-ylamino)-4-phenyl-butyric acid 
• 110221-57-3 (S)-2-((3S,6R)-4-Carboxymethyl-5-oxo-3-phenyl-[1,4]thiazepan-6-ylamino)-4-phenyl-butyric acid 
• 110221-55-1 (S)-2-((2R,6R)-4-Carboxymethyl-5-oxo-2-thiophen-3-yl-[1,4]thiazepan-6-ylamino)-4-phenyl-butyric acid 
• 110221-56-2 (S)-2-((2S,6R)-4-Carboxymethyl-5-oxo-2-thiophen-3-yl-[1,4]thiazepan-6-ylamino)-4-phenyl-butyric acid 

Relevant academic research and scientific papers

Structure and absolute configuration of new acidic metabolites from Stachys ehrenbergii

Two novel metabolites have been isolated from the aerial parts of Stachys ehrenberiigii. Their structures and stereochemistry were elucidated using a combination of 13C and 1H homo and heteronuclear 2D NMR experiments and mass analysis. The development of an enantioselective synthesis of 3-(2′-acetoxy-4-phenylbut-3′-enoylamino)propionic acid allowed to confirm the structure and assign the (R) absolute configuration at C-2′ of the natural product.

Asymmetric endoselective [4+2] heterocycloadditions of styrene dienophiles with chiral benzylidenepyruvic esters. Total synthesis of (-)-O-dimethylsugiresinol

Eu(fod)3 catalyzed [4+2] heterocycloadditions of para-methoxystyrene 7 with esters 8a-f of benzylidenepyruvic acids (deriving from various chiral alcohols) furnished endo adducts 9a-f with variable diastereoselective ratios (from 58/42 to 86/14). Interestingly, the benzylidenepyruvic esters 8g and 8h, deriving from a new chiral vector, the α-O-silyl ether 6 of (D)-(-)-erythronolactone 5, gave the corresponding endo adducts 9g and 9h with a high diastereoselective ratio (dr ≤95/5). The adduct 9h was used as a precursor in a five-step synthesis of 'natural' (-)-dimethylsugiresinol (1b).

Angiotensin-Converting Enzyme Inhibitors: Perhydro-1,4-thiazepin-5-one Derivatives

α-amino>-5-oxoperhydro-1,4-thiazepin-4-yl>acetic acids (monoester monoacids) and their dicarboxylic acids having the hydrophobic substituents at the 2- or 3-position of the thiazepinone ring were prepared and assayed for angiotensin-converting enzyme (ACE) inhibitory activity.The dicarboxylic acids having the pseudoequatorial amino groups at the 6-position and the pseudoequatorial hydrophobic substituents at the 2- or 3-position of the chair conformation of the thiazepinone ring had potent in vitro inhibitory activity.The monoester monoacids having the hydrophobic substituents at the 2-position suppressed pressor response to angiotensin I for a longer duration than those having the substituents at the 3-position when administered orally.The structure-activity relationship was studied by conformational energy calculations of the thiazepinone ring.