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P332+P313
피부 자극이 생기면 의학적인 조치· 조언을 구하시오.
P337+P313
눈에 대한 자극이 지속되면 의학적인 조치· 조언를 구하시오.
P405
밀봉하여 저장하시오.
P501
...에 내용물 / 용기를 폐기 하시오.
NFPA 704
0
2
0
옥타데칸디온산모노-tert-부틸에스테르 C화학적 특성, 용도, 생산
개요
Octadecanedioic acid mono-tert-butyl ester is a non-cleavable ADC linker or alkyl chain-based PROTAC linker for the synthesis of antibody-drug couplings (ADCs) and PROTACs.
용도
18-(tert-Butoxy)-18-oxooctadecanoic Acid is a synthetic intermediate used in the preparation of semaglutide. It can be produced by the catalysis of 18-hydroxyoctadecanoic acid by ethyl bromoacetate in the presence of formamide and magnetic trifluoroacetic acid.
주요 응용
18-(tert-Butoxy)-18-oxooctadecanoic acid) is a short linker featuring a carboxylic acid and a tert-butyl ester. Carboxylic acids can be reacted with alcohols or amines, while the tert-butyl ester can be deprotected and further connected to another molecule. It is a pharmaceutical intermediate ingredient used in the preparation of somatostatin. It also has catalytic activity.
Synthesis
A suspension of octadecanedioic Acid (15 g, 47.7 mmol) in Toluene (191 ml) was brought to reflux in 3 neck 1 L round bottom flask. When all the Acid was in solution, 1,1 -di-tert-butoxy-N, N-dimethylmethanamine (22.87 ml, 95 mmol) was added dropwise over 30 minutes. The reaction mixture was heated under reflux overnight. The reaction was stopped after 20 total hours of heating. The reaction mixture was cooled to room temperature, resulting in solid precipitation. The mixture was filtered by vacuum filtration. The resulting white solid was suspended in 200 ml dichloromethane and stirred for 15 minutes. The remaining solids were removed via vacuum filtration. The collected solids were again suspended in dichloromethane and stirred for 15 minutes. After a second filtration, the combined filtrates were concentrated in vacuo, and the resulting white powder 18-(tert-Butoxy)-18-oxooctadecanoic Acid was dried undervacuum.
