반응식
[C@@H:1]1([N:9]2[CH:17]=[C:15]([CH3:16])[C:13](=[O:14])[NH:12][C:10]2=[O:11])[O:8][C@H:5]([CH2:6][OH:7])[C@@H:3](O)[CH2:2]1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(=O)=O.CC(OC(/N=N/C(OC(C)C)=O)=O)C>CC#N.O.CC(O)C>[CH3:16][C:15]1[C:13](=[O:14])[N:12]=[C:10]2[N:9]([C@@H:1]3[O:8][C@H:5]([CH2:6][OH:7])[C@H:3]([O:11]2)[CH2:2]3)[CH:17]=1참가 물질
반응물 4
생성물 1
시약·촉매·용매 3
반응 조건
- 온도
- 20 °C
실험 절차
To a dried round bottom flask containing thymidine(10.0 g, 41.6 mmol) was added triphenylphosphine (21.8 g, 82.2 mmol) and CH3CN (160 mL). The suspension was cooled to −20° C. ((40:60 iPrOH:H2O) and dry ice). To the reaction mixture was added diisopropylazodicarboxylate (16.8 g, 82.2 mmol) as CH3CN solution (60 mL) dropwise via an addition funnel, over a period of 1 hour. After the addition, the mixture was stirred for an additional 90 minutes at 20° C. The mixture was allowed to warm to 10° C. over a period of 5 hours. The reaction was then quenched with H2O (6 mL) forming a white suspension. The reaction was allowed to stand for 30 minutes and then was filtered. The collected solid was washed with cold CH3CN and dried under vacuum to afford 7.7 g (83% yield) of a white solid. If desired, the solid may be recrystallized in EtOH.
후처리
- additionAfter the addition
- temperatureto warm to 10° C. over a period of 5 hours
- customThe reaction was then quenched with H2O (6 mL)
- customforming a white suspension
- waitto stand for 30 minutes
- filtrationwas filtered
- washThe collected solid was washed with cold CH3CN
- customdried under vacuum
출처 및 근거
- ORD 기록
- ord-491a96867d264f6abb1caf117b4a162b
- 출처 데이터셋
- uspto-grants-2007_01
- 특허 번호
- US07160537B2
연결된 노트
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