3-Methyl-5-isoxazolecarboxylic acid → Methyl (R) 3-(1-boc-1,2,3,4-Tetrahydro-quinolin-6-yl)-3-[(5-methyl-isoxazole-3-carbonyl)-amino]-propionate

A solution of 5-methyl-isoxazole-3-carboxylic acid (65 mg) in dimethylformamide (30 ml) was treated successively with O-(7-azabenzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium hexafluorophosphate (190 mg), diisopropylethylamine (1 ml) and methyl (R) 3-amino-3-(1-boc-1,2,3,4-tetrahydro-quinolin-6-yl)-propionate (200 mg, Reference Example 14). After standing at room temperature overnight the mixture was evaporated to low bulk and the residue partitioned between ethyl acetate and dilute hydrochloric acid. The layers were separated and the organic layer was washed with sodium carbonate solution, dried, and evaporated. The residue was purified by flash chromatography to give the title compound as an orange gum, 310 mg.

1. customthe mixture was evaporated to low bulk
2. customthe residue partitioned between ethyl acetate and dilute hydrochloric acid
3. customThe layers were separated
4. washthe organic layer was washed with sodium carbonate solution
5. customdried
6. customevaporated
7. customThe residue was purified by flash chromatography

ORD 기록

ord-e93d24a103e14d3699559b4987aab17e

출처 데이터셋

uspto-grants-2003_08

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US06608084B1