Dexamethasone → Deltasol

HRID 926810

반응식

HRID 926810 반응식
[CH3:1][C@H:2]1[C@:19]([OH:24])([C:20]([CH2:22][OH:23])=[O:21])[C@:18]2([CH3:25])[C@H:4]([C@H:5]3[C@:15]([F:27])([C@@H:16]([OH:26])[CH2:17]2)[C@:14]2([CH3:28])[C:8](=[CH:9][C:10]([CH:12]=[CH:13]2)=[O:11])[CH2:7][CH2:6]3)[CH2:3]1.[C:29]1(=[O:35])[O:34][C:32](=[O:33])[CH2:31][CH2:30]1>N1C=CC=CC=1.CN(C1C=CN=CC=1)C>[CH3:1][C@H:2]1[C@:19]([OH:24])([C:20]([CH2:22][O:23][C:29]([CH2:30][CH2:31][C:32]([OH:34])=[O:33])=[O:35])=[O:21])[C@:18]2([CH3:25])[C@H:4]([C@H:5]3[C@:15]([F:27])([C@@H:16]([OH:26])[CH2:17]2)[C@:14]2([CH3:28])[C:8](=[CH:9][C:10]([CH:12]=[CH:13]2)=[O:11])[CH2:7][CH2:6]3)[CH2:3]1

참가 물질

5

반응물 2

HCID 5743DexamethasoneHCID 7922Succinic anhydride

생성물 1

HCID 235849Deltasol

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 1049Pyridine용매

실험 절차

An amount equivalent to 0.030 g of dexamethasone (1, 0.076 mmol, 1.0 equiv.) was completely dissolved in 1 mL of pyridine (non-anhydrous) and 0.038 g of succinic anhydride (0.382 mmol, 5.0 equiv.) was added to the clear solution. Then 1-2 mg of DMAP (7.6 μmol, 0.1 equiv.) was added to the solution and reaction was allowed to run for 48 h at r.t. under N2-flow. After 48 h, pyridine was evaporated under reduced pressure (in a rotary evaporator). A volume equivalent to 10 mL of H2O was added to the evaporated residue. A white precipitate was observed which was stirred for 10 minutes and then centrifuged. The resulting precipitate was washed again with 10 mL of H2O and the washed residue was lyophilized to yield the target product (2).

후처리

  1. waitAfter 48 h
  2. custompyridine was evaporated under reduced pressure (
  3. customin a rotary evaporator)
  4. additionA volume equivalent to 10 mL of H2O was added to the evaporated residue
  5. washThe resulting precipitate was washed again with 10 mL of H2O

출처 및 근거

ORD 기록
ord-2a33efbe14884b429230be4adb88a565
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09289506B2

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