24325-15-3

Upstream product

• 7620-28-2 D-2-aminoadipic acid 
• 24325-12-0 (+/-)-2-chloroacetaminohexanedioic acid 
• 71301-34-3 (R)-2-chloroacetaminohexanedioic acid 
• 867150-38-7 Nα-Z-D-aminoadipic acid-δ-semialdehyde 
• 501-53-1 benzyl chloroformate 

Downstream Products

• 24325-16-4 N-benzyloxycarbonyl-(R)-α-aminoadipic acid α-benzyl ester 
• 135841-18-8 D-4-(3-benzyloxycarbonyl-5-oxo-4-oxazolidinyl)butanoic acid 
• 103548-46-5 (R)-benzyl 6-oxo-2-benzyloxycarbonylaminohexanoate 
• 103548-45-4 (R)-2-(benzyloxycarbonylamino)-6-hydroxyhexanoic benzyl ester 
• 103548-48-7 (R)-benzyl 2-benzyloxycarbonylamino-9-(4-imidazolyl)-7-azanonanoate 
• 132974-96-0 benzyl-6-<4-(3-benzyloxycarbonyl-5-oxo-4-oxazolidinyl)butyrylamino>-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo<3.2.0>heptane-2-carboxylate 
• 1353042-31-5 (R)-benzyl 2-benzyloxycarbonyl-1,2,3,4-tetrahydropyridine-2-carboxylate 
• 1353042-29-1 (R)-benzyl 1-benzyloxycarbonyl-5-formyl-1,2,3,4-tetrahydropyridine-2-carboxylate 
• 1353042-30-4 N-benzyloxycarbonyl-(R)-pipecolic acid benzyl ester 

Relevant academic research and scientific papers

(R)-α-aminoadipic acid: An interesting chiral pool building block

(R)-α-Aminoadipic acid is available on a large scale by enzymatic cleavage from cephalosporin C (CephC) in the production of 7- aminocephalosporanic acid (7-ACA). It can be converted into other interesting enantiomerically pure compounds, e.g. derivatives of (R)-pipecolic acid (Rpiperidine 2-carboxylic acid), (R)-6-oxopiperidine-2-carboxylic acid, (R)-1,2,3,4-tetrahydropyridine 2(2H)-carboxylates, and other compounds obtained by further conversions of these products. ARKAT-USA, Inc.

Enzymes responsible for the conversion of Nα-[(benzyloxy) carbonyl]-D-lysine to Nα-[(benzyloxy)carbonyl]-D-aminoadipic acid by Rhodococcus sp. AIU Z-35-1

The enzymes responsible for the conversion of Nα- [(benzyloxy)carbonyl]-D-lysine (Nα-Z-D-lysine) to N α-Z-D-aminoadipic acid (Nα-Z-D-AAA) by Rhodococcus sp. AIU Z-35-1 were identified. Nα-Z-D-Lysine was first converted to Nα-Z-D-aminoadipic δ-semialdehyde (Nα-Z-D-AASA) by D-specific amino acid deaminase, whereas Nα-Z-L-lysine was converted to Nα-Z-L-AASA by L-specific amino acid oxidase. The resulting Nα-Z-D-AASA was then converted to Nα-Z-D-AAA by the same aldehyde dehydrogenase that is responsible for Nα-Z-L-AASA oxidation. The product amount of the D-specific amino acid deaminase reached the maximum at one day of cultivation in the L-lysine medium. The aldehyde dehydrogenase reached the maximum at three days of cultivation.

THIAZOLIDINE DERIVATIVES

An object of the present invention is to provide novel thiazolidine derivatives which are useful as drugs. The thiazolidine derivatives according to the present invention are compounds represented by the following general formula [I] and salts thereof, wherein R 1is alkyl, hydroxy, alkoxy, alkoxyalkyl, phenyl, phenylalkyl, phenylalkoxy, phenoxy, phenoxyalkyl, amino, alkylamino or a nonaromatic heterocycle; R 2is H or alkyl; R 3is H, alkyl or phenyl; R 4is H or alkyl; R 5is alkyl, halogenoalkyl, hydroxy, alkoxy, phenyl, phenylalkoxy, phenoxy, carboxyl, alkoxycarbonyl, phenylalkoxycarbonyl or an aromatic heterocycle; A 1is alkylene; and A 2is alkylene.

SYNTHESIS OF THE RACEMIC AND OPTICALLY ACTIVE FORMS OF GIZZEROSINE, THE INDUCER OF GIZZARD EROSION IN CHICKS

The racemate end both the (R)- and (S)-forms of gizzerosine were synthesised, and the (S)-isomer was identified as the toxic substance in fish meal causing severe gizzard erosion (black vomit) in chicks.