Alprostadil → Pga1

HRID 26304

反応式

HRID 26304 の反応式
[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][C@H:6]([OH:25])/[CH:7]=[CH:8]/[C@@H:9]1[C@@H:14]([CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][C:21]([OH:23])=[O:22])[C:12](=[O:13])[CH2:11][C@H:10]1O>C(O)(=O)C.O>[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][C@H:6]([OH:25])/[CH:7]=[CH:8]/[C@@H:9]1[C@@H:14]([CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][C:21]([OH:23])=[O:22])[C:12](=[O:13])[CH:11]=[CH:10]1

参加物

3

反応物 1

HCID 5280723Alprostadil

生成物 1

HCID 5281912Pga1

試薬・触媒・溶媒 1

HCID 21899381Acetic acid--water (1/1)溶媒

実験手順

A 125 mg (0.3 mmol) portion of the prostaglandin E1 analogue of Example 3 (14-Phenyl-11α,15R-dihydroxy-9-oxoprost-10,13E-dien-1-oic acid) was stirred into 10 ml of acetic acid-water (2:1) at 50° C. under an inert atmosphere. Progress of the reaction was followed by thin layer chromatography. After 48 hours, the reaction mixture was extracted with ether. Ether layers obtained were combined and washed to neutrality with brine. Removal of the solvent yielded a yellow oil. The oil was azeotroped with toluene and chromatographed on 70 g SG-60, and eluted with benzene-ethanol (19:1) to yield 102 mg of the PGA1 analogue.

後処理

  1. extractionthe reaction mixture was extracted with ether
  2. customEther layers obtained
  3. washwashed
  4. customRemoval of the solvent
  5. customyielded a yellow oil
  6. customThe oil was azeotroped with toluene
  7. customchromatographed on 70 g SG-60
  8. washeluted with benzene-ethanol (19:1)

出典と根拠

ORDレコード
ord-2c28d4190b6e46498a16bbc8b4c01369
出典データセット
uspto-grants-1979_04
特許番号
US04149007

関連ノート

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