53636-19-4

Upstream product

• 535-17-1 (L)-O-Acetyllactic acid 

Downstream Products

• 6280-18-8 DL-2-acetoxy-propionic acid dimethylamide 
• 76490-07-8 D-Lactoyl(OAc)-D-Ala-D-Glu(OH)OBzl 
• 345894-56-6 methyl (1S,2R,S)-1-(2'-acetoxypropanoylamido)-2-benzoyloxy-3-cyclohexene-1-carboxylate 
• 345894-57-7 methyl (1R,2S,S)-1-(2'-acetoxypropanoylamido)-2-benzoyloxy-3-cyclohexene-1-carboxylate 
• 76490-07-8 (R)-2-[(S)-2-(2-Acetoxy-propionylamino)-propionylamino]-pentanedioic acid 1-benzyl ester 
• 129768-43-0 (S)-1-(2-carbamoylphenylamino)-1-oxopropan-2-yl acetate 
• 76490-19-2 D-lactoyl(OAc)-D-Ala-γ-D-Glu(α-OBzl)-(L)-Boc-(D)meso-A₂pm(D)-NHNHBoc-(L)-Gly 
• 76490-19-2 D-lactoyl(OAc)-L-Ala-γ-L-Glu(α-OBzl)-(L)-Boc-(D)meso-A₂pm(D)-NHNHBoc-(L)-Gly 
• 79390-10-6 (R)-2-[(R)-2-((R)-2-Acetoxy-propionylamino)-propionylamino]-pentanedioic acid 1-benzyl ester; compound with dicyclohexyl-amine 
• 79390-10-6 (S)-2-[(S)-2-((R)-2-Acetoxy-propionylamino)-propionylamino]-pentanedioic acid 1-benzyl ester; compound with dicyclohexyl-amine 

Relevant academic research and scientific papers

Synthesis of chrysogine, a metabolite of Penicillium chrysogenum and some related 2-substituted 4-(3H)-quinazolinones

Syntheses of both enantiomers of chrysogine, 2-(α-hydroxyethyl)-4(3H)-quinazolinone, 1 from 2-ammobenzamide are reported. Thus reaction of 2-aminobenzamide and optically active α-acetoxypropionyl chloride gave 9, which upon saponification and cyclization induced by aqueous sodium carbonate at room temperature gave chrysogine. The enantiomeric purity of 1 was determined by NMR. Inversion of (-)-(S)-1, using the Mitsunobo reaction, gave (+)-(R)-1. Reduction of 2-acetyl-4(3H)-qumazolinone 2 with baker's yeast gave the S-enantiomer of 1. The cyclization method used could be extended and a number of 2-(a-hydroxy)alkyl-4-(3H)-quinazolinones are also reported.