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 1824421노트

반응식

HRID 1824421 반응식
[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

참가 물질

6

반응물 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

생성물 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

시약·촉매·용매 1

HCID 21881883Oxolane--water (1/1)용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-518853b7d5094d3cbef1a011b9f8854a
출처 데이터셋
uspto-grants-2006_05
특허 번호
US07041696B2

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