Disodium 2,3-dihydroxybutanedioate → HCID 86698315、化合物

HRID 1050281ノート

反応式

HRID 1050281 の反応式
[N:1]([C@H:4]1[CH2:9][C@H:8]2[C@H:10]3[C@H:19]([CH2:20][CH2:21][C@:6]2([CH3:7])[CH2:5]1)[C:18]1[CH:17]=[CH:16][C:15]([O:22][CH3:23])=[CH:14][C:13]=1[CH2:12][CH2:11]3)=[N+]=[N-].[H-].[Al+3].[Li+].[H-].[H-].[H-].CCOCC.O.C(C(C(C([O-])=O)O)O)([O-])=O.[Na+].[Na+]>C1COCC1>[NH2:1][C@H:4]1[CH2:9][C@H:8]2[C@H:10]3[C@H:19]([CH2:20][CH2:21][C@:6]2([CH3:7])[CH2:5]1)[C:18]1[CH:17]=[CH:16][C:15]([O:22][CH3:23])=[CH:14][C:13]=1[CH2:12][CH2:11]3

参加物

6

反応物 4

HCID 13355Disodium 2,3-dihydroxybutanedioateHCID 21226445Aluminium lithium hydrideHCID 21584184Diethylether waterHCID 86698314HCID 86698314、化合物

生成物 1

HCID 86698315HCID 86698315、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a stirred solution of 1.28 g (4.1 mmol) 16β-azido-3-methoxy-estra-1,3,5(10)-triene in 30 ml abs. THF, 10 ml of a 1M lithium aluminum hydride solution in THF (Fluka) is added dropwise under cooling. The mixture is stirred for further 30 min at RT, followed by cautious addition of ether/water at 0° C. and subsequent addition of sodium tartrate solution. After three subsequent extractions of the aqueous phase with ether, the combined organic phases are washed twice with water, dried with sodium sulfate and concentrated. Yield after recrystallization from hexane: 1.05 g (89%), white solid matter with F=90-94° C.

後処理

  1. temperatureunder cooling
  2. extractionAfter three subsequent extractions of the aqueous phase with ether
  3. washthe combined organic phases are washed twice with water
  4. dry with materialdried with sodium sulfate
  5. concentrationconcentrated
  6. customYield
  7. customafter recrystallization from hexane
  8. customwith F=90-94° C.

出典と根拠

ORDレコード
ord-dba318140d62484a97d94b8b5b60f423
出典データセット
uspto-grants-2016_07
特許番号
US09382288B2

反応ノート

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