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Trisodium Phosphate → Isotorabine

HRID 19491
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HRID 19491 반응식
[NH2:1][C:2]1[N:3]=[CH:4][C:5]2[S:10][C:9](=[O:11])[N:8]([C@@H:12]3[O:24][C@H:23]([CH2:25][O:26]C(=O)C)[C@@H:18]([O:19][C:20](=[O:22])[CH3:21])[C@H:13]3[O:14][C:15](=[O:17])[CH3:16])[C:6]=2[N:7]=1.P([O-])([O-])([O-])=O.[Na+].[Na+].[Na+]>CC(C)=O>[NH2:1][C:2]1[N:3]=[CH:4][C:5]2[S:10][C:9](=[O:11])[N:8]([C@@H:12]3[O:24][C@H:23]([CH2:25][OH:26])[C@@H:18]([O:19][C:20](=[O:22])[CH3:21])[C@H:13]3[O:14][C:15](=[O:17])[CH3:16])[C:6]=2[N:7]=1
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참가 물질

4

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HCID 24243Trisodium PhosphateHCID 116332675-Amino-3-(2',3,5'-tri-O-acetyl-beta-D-ribofuranosyl)-3H-thiazolo[4,5-d]pyrimidin-2-one

생성물 1

HCID 11234476Isotorabine

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

To a clear solution of 78 (500 mg) in acetone (5 mL) was added sodium phosphate buffer (pH=7.0, 0.1 M, 25 mL), upon which the solution became cloudy (white precipitate). Candida antarctica lipase resin (250 mg) was added to the mixture and the suspension was subsequently gently shaken for 10 h at room temperature. The resulting clear mixture was filtered, and organic solvent was removed under vacuum. The aqueous solution was then extracted with ethyl acetate (3×25 mL) and the organic layers were combined, dried over MgSO4, and concentrated. The resulting solid could be further purified in a manner similar to that described in Example 43, step 3.

후처리

  1. filtrationThe resulting clear mixture was filtered
  2. customorganic solvent was removed under vacuum
  3. extractionThe aqueous solution was then extracted with ethyl acetate (3×25 mL)
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated
  6. customThe resulting solid could be further purified in a manner similar to

출처 및 근거

ORD 기록
ord-8553f3f407f5462680d176d3a9b20f55
출처 데이터셋
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07745415B2

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