Diethyl Ether → (3S,6S,10aS)-6-benzoylamino-5-oxo-1,2,3,5,6,7,10,10a-octahydro-pyrrolo[1,2-a]azocine-3-carboxylic acid

HRID 1824421ノート

反応式

HRID 1824421 の反応式
[NH2:1][CH:2]1[C:9](=[O:10])[N:8]2[CH:11]([C:14]([OH:16])=[O:15])[CH2:12][CH2:13][CH:7]2[CH2:6][CH:5]=[CH:4][CH2:3]1.C(=O)(O)[O-].[Na+].[C:22](Cl)(=[O:29])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1.CCOCC>O.C1COCC1>[C:22]([NH:1][C@@H:2]1[C:9](=[O:10])[N:8]2[C@H:11]([C:14]([OH:16])=[O:15])[CH2:12][CH2:13][C@H:7]2[CH2:6][CH:5]=[CH:4][CH2:3]1)(=[O:29])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1

参加物

6

反応物 4

HCID 3283Diethyl EtherHCID 7412Benzoyl chlorideHCID 516892Sodium BicarbonateHCID 695843636-Amino-5-oxo-1,2,3,5,6,7,10,10a-octahydro-pyrrolo[1,2-a]azocine-3-carboxylic acid

生成物 1

HCID 69584388(3S,6S,10aS)-6-benzoylamino-5-oxo-1,2,3,5,6,7,10,10a-octahydro-pyrrolo[1,2-a]azocine-3-carboxylic acid

試薬・触媒・溶媒 1

HCID 21881883Oxolane--water (1/1)溶媒

実験手順

A solution of 6-amino-5-oxo-1,2,3,5,6,7,10,10a-octahydro-pyrrolo[1,2-a]azocine-3-carboxylic acid, 9, (5.6 g, 25 mmol) in 70 mL of H2O/THF solution is then treated with sodium bicarbonate (2.3 g, 27.4 mmol) and benzoyl chloride (3 ml, 25.84 mmol). The reaction is stirred for 18 hours and then ether (100 mL) is added. The organics are washed two times with 1 N HCl, once with water, and dried over MgSO4, filtered, and concentrated in vacuo to a residue which is purified over silica to afford the desired compound which is used without further purification.

後処理

  1. washThe organics are washed two times with 1 N HCl
  2. dry with materialonce with water, and dried over MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo to a residue which
  5. customis purified over silica

出典と根拠

ORDレコード
ord-518853b7d5094d3cbef1a011b9f8854a
出典データセット
uspto-grants-2006_05
特許番号
US07041696B2

反応ノート

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