105308-52-9

Basic information

• Product Name: 4-Oxazolecarboxylic acid, 4,5-dihydro-2-phenyl-, methyl ester, (4R)-
• CAS NO: 105308-52-9
• Molecular Formula: C11H11NO3
• Molecular Weight: 205.213
• Mol File: 105308-52-9.mol
• Article Data: 26

Chemical Properties

• CAS DataBase Reference: 4-Oxazolecarboxylic acid, 4,5-dihydro-2-phenyl-, methyl ester, (4R)-(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Oxazolecarboxylic acid, 4,5-dihydro-2-phenyl-, methyl ester, (4R)-(105308-52-9)
• EPA Substance Registry System: 4-Oxazolecarboxylic acid, 4,5-dihydro-2-phenyl-, methyl ester, (4R)-(105308-52-9)

Safety Data

• Hazardous Substances Data: 105308-52-9(Hazardous Substances Data)

Upstream product

• 5619-04-5 methyl 2-amino-3-hydroxypropanoate hydrochloride 
• 825-60-5 benzimidic acid ethyl ester 
• 20989-42-8 N-benzoylserine methyl ester 
• 2104-89-4 Ser-OMe 
• 5873-90-5 methyl benzimidate hydrochloride 
• 5333-86-8 ethyl benzimidate hydrochloride 
• 1137241-59-8 N-benzoyl-O-tritylserine methyl ester 
• 5874-57-7 R-(-)-serine methyl ester hydrochloride 
• 100-47-0 benzonitrile 
• 312-84-5 D-Serine 
• 75-36-5 acetyl chloride 
• 98-88-4 benzoyl chloride 
• 10144-46-4 N-benzoyl-L-serine methyl ester 
• 59171-72-1 2-phenyl-oxazole-4-carboxylic acid methyl ester 

Downstream Products

• 99184-99-3 2-phenyloxazoline-4-carboxylic acid 
• 95168-68-6 N,S-dibenzoyl-cysteine methyl ester 
• 112507-21-8 (+/-)-2-phenyl-4,5-dihydro-oxazole-4-carboxylic acid hydroxyamide 
• 59171-72-1 2-phenyl-oxazole-4-carboxylic acid methyl ester 
• 151069-69-1 RS-2-phenyl-4-vinyl-2-oxazoline 
• 160149-03-1 (RS)-4-bromomethyl-2-phenyl-4,5-dihydrooxazole 
• 160149-06-4 (RS)-4-iodomethyl-2-phenyl-4,5-dihydrooxazole 
• 84729-94-2 4-<(1S)-1-O-acetyl-2,3-O-isopropylidene-D-glyceryl>-4-carbomethoxy-2-phenyl-2-oxazoline 
• 1040384-29-9 C₁₂H₁₅NO₂ 
• 25755-94-6 methyl 2,5-diphenyloxazole-4-carboxylate 
• 1370731-50-2 C₂₂H₁₆N₂O₆ 
• 1370731-61-5 methyl 2-phenyl-5-(4-methylphenyl)oxazole-4-carboxylate 
• 1370731-62-6 methyl 2-phenyl-5-(3-methylphenyl)oxazole-4-carboxylate 
• 1370731-67-1 methyl 2-phenyl-5-(3,4-dichlorophenyl)oxazole-4-carboxylate 

Relevant articles and documents

Concise synthesis of (+)-serinolamide A

Serinolamide A, isolated from a species of marine cyanobacteria, exhibits a moderate agonist effect and selectivity for the CB1 cannabinoid receptor, which is unusual for marine natural products. Herein, we reported a highly efficient enantiospecific first total synthesis of (+)-serinolamide A from l-serine in nine steps with 30% overall yield. The synthesis method provides a facile, practicable, and economical approach for the preparation of other similar endocanabinoid lipids.

Synthesis and antibacterial activities of Yanglingmycin analogues

The synthesis of Yanglingmycin and its enantiomer, along with eighteen Yanglingmycin analogues is reported. The structures were confirmed mainly by analyses of NMR spectral data. Antibacterial activity assays showed that Yanglingmycin and some of its analogues exhibited significant antibacterial activities against two important agricultural pathogenic bacteria, Ralstonia solanacearum and Pseudomonas syringae pv. actinidiae, with minimum inhibitory concentration (MIC) values ranging from 3.91 to 15.62 μg/mL. The antibacterial activities exhibited by Yanglingmycin and its analogues are promising, suggesting potential in the development of compounds for novel bactericides.

Synthesis of protected α-alkyl lanthionine derivatives

Protected α-alkyl lanthionine derivatives were synthesized in five steps starting from a known phenyloxazoline precursor. This approach involved the synthesis of a family of substituted cyclic sulfamidates and their regioselective opening by nucleophilic attack with a protected cysteine. This efficient multistep strategy affords various α-alkylated lanthionine derivatives in high yields.