참여 물질
| 역할 | 이름 | HCID | 투입량 |
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| 반응물 | 1,2-Dichloroethane | HCID 11 | — |
| 반응물 | 8-Methyl-8-azabicyclo(3.2.1)octan-3-ol | HCID 8424 | — |
| 반응물 | alpha-(Phenylamino)benzeneacetic acid | HCID 19375 | — |
| 반응물 | 1-Hydroxybenzotriazole | HCID 75771 | — |
| 용매 | Dimethylformamide | HCID 6228 | — |
| 생성물 | 8-Methyl-8-azabicyclo[3.2.1]octan-3-yl 2-phenyl-2-(phenylamino)acetate | HCID 46841239 | 7% |
반응 단계
A mixture of 2-phenyl-2-(phenylamino)acetic acid I1 (250 mg, 0.90 mmol), EDC (255 mg, 1.35 mmol), HOBt (245 mg, 1.80 mmol) and 8-methyl-8-azabicyclo[3.2.1]octan-3-ol (380 mg, 2.71 mmol) in dry DMF (10 mL) is heated under microwave irradiation at 100° C. for 1 hour (LC-MS monitoring: complete conversion). The reaction is concentrated under reduced pressure and the residue is portioned between EtOAc and water. The organic phase is dried over Na2SO4, filtered and evaporated to dryness. The resulting crude is purified by preparative HPLC. The collected compound is partitioned between 1N NaHCO3 and DCM, the organic phase is separated dried over Na2SO4, filtered and evaporated under vacuum to give 20.1 mg of the title compound as a colorless oil (7% yield, mixture of diastereoisomers).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US08835682B2 |
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| 출처 데이터셋 | uspto-grants-2014_09 |
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| ORD ID | ord-f10d5d05994e455c820c91ae1f7dab49 |
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| 출처 메모 | uspto-grants-2014_09 |
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