Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Sodium Iodide → 5-(4-Fluorobenzyl)-3-oxo-1-oxa-4,9-diaza-spiro[5.5]undecane-9-carboxylic acid benzyl ester
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Sodium Iodide | HCID 5238 | — |
| 반응물 | Chloroacetyl chloride | HCID 6577 | — |
| 반응물 | Iodide Ion | HCID 30165 | — |
| 반응물 | 2-Methylpropan-2-olate | HCID 4574913 | — |
| 반응물 | 4-[1-Amino-2-(4-fluorophenyl)-ethyl]-4-hydroxypiperidine-1-carboxylic acid benzyl ester | HCID 57458014 | — |
| 생성물 | 5-(4-Fluorobenzyl)-3-oxo-1-oxa-4,9-diaza-spiro[5.5]undecane-9-carboxylic acid benzyl ester | HCID 67527407 | 19% |
반응 단계
The title compound was prepared from aminoalcohol 103NLS28 (303 mg, 0.81 mmol) according to literature procedures (Clark et al., J. Med. Chem. 26:855-861 (1983)), by acylation of the amino function with chloroacetylchloride, followed by halogen exchange with NaI and ring closure of the iodide derivative in presence of tert-butoxide. Purification of the crude product by silica gel column chromatography, eluting with a stepwise gradient of 0-100% ethyl acetate in n-heptane, afforded the title compound (64 mg, 19% overall yield) as a colourless solid.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US07351707B2 |
| 출처 데이터셋 | uspto-grants-2008_04 |
| ORD ID | ord-e61eeb6dbc494725bb29bd09432f3bce |
| 출처 메모 | uspto-grants-2008_04 |