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Formic Acid → (2R)-2-({N-formyl-N-benzoxy-amino}methyl)-7-octenoic acid

HRID 1786114
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HRID 1786114 반응식
[CH:1](O)=[O:2].C(OC(=O)C)(=O)C.[CH2:11]([O:18][NH:19][CH2:20][C@@H:21]([CH2:25][CH2:26][CH2:27][CH2:28][CH:29]=[CH2:30])[C:22]([OH:24])=[O:23])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>ClCCl>[CH:1]([N:19]([CH2:20][C@@H:21]([CH2:25][CH2:26][CH2:27][CH2:28][CH:29]=[CH2:30])[C:22]([OH:24])=[O:23])[O:18][CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)=[O:2]
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참가 물질

5

반응물 3

HCID 284Formic AcidHCID 7918Acetic AnhydrideHCID 86621281(2R)-2-({N-Benzoxy-amino}methyl)-7-octenoic acid

생성물 1

HCID 86621282(2R)-2-({N-formyl-N-benzoxy-amino}methyl)-7-octenoic acid

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

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온도
0 °C

실험 절차

To a cold solution of HCO2H (3.2 mL) and dichloromethane (10 mL) at 0° C. was added acetic anhydride (1.2 mL, 12.9 mmol). The mixture was stirred for 1 hour at 0° C. To the resulting mixture was added slowly a solution of (2R)-2-({N-benzoxy-amino}methyl)-7-octenoic acid (358 mg, 1.29 mmol) in dichloromethane (10 mL). The mixture was stirred at 0° C. for 3 hours. The volatiles were removed by evaporation under vacuum. Dichloromethane (20 mL) was added to it. It was washed with brine (20 mL×2), and dried over MgSO4. Filtration and evaporation under vacuum provided the title compound. MH+306.

후처리

  1. stirringThe mixture was stirred at 0° C. for 3 hours
  2. customThe volatiles were removed by evaporation under vacuum
  3. additionDichloromethane (20 mL) was added to it
  4. washIt was washed with brine (20 mL×2)
  5. dry with materialdried over MgSO4
  6. filtrationFiltration and evaporation under vacuum

출처 및 근거

ORD 기록
ord-bb2911321b244392b96e0bffada4221d
출처 데이터셋
uspto-grants-2009_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07507726B2

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