7-Fluoro-4-nitrobenzo-2-oxa-1,3-diazole → 2-Nbdlg

HRID 876095

반응식

HRID 876095 반응식
Cl.[OH:2][CH:3]1[O:11][C@@H:10]([CH2:12][OH:13])[C@H:8]([OH:9])[C@@H:6]([OH:7])[C@@H:4]1[NH2:5].C([O-])(O)=O.[Na+].F[C:20]1[C:28]2[C:24](=[N:25][O:26][N:27]=2)[C:23]([N+:29]([O-:31])=[O:30])=[CH:22][CH:21]=1>O.CO>[CH:21]1[CH:22]=[C:23]([N+:29]([O-:31])=[O:30])[C:24]2[C:28](=[N:27][O:26][N:25]=2)[C:20]=1[NH:5][C@@H:4]([C@H:6]([OH:7])[C@@H:8]([OH:9])[C@@H:10]([OH:11])[CH2:12][OH:13])[CH:3]=[O:2]

참가 물질

6

반응물 3

HCID 1221237-Fluoro-4-nitrobenzo-2-oxa-1,3-diazoleHCID 516892Sodium BicarbonateHCID 45933886(3S,4S,5R,6S)-3-amino-6-(hydroxymethyl)oxane-2,4,5-triol;hydrochloride

생성물 1

HCID 873081042-Nbdlg

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

반응 조건

온도
37 °C

실험 절차

In a brown flask, L-glucosamine hydrochloride (40.0 mg) and NaHCO3 (26.0 mg) were placed and dissolved in water (800 μl). A solution in which 4-fluoro-7-nitro-2,1,3-benzoxadiazole (NBD-F) (92.0 mg) was dissolved in methanol (4.0 ml) was added thereto, and under an argon atmosphere, the resulting mixture was stirred for 2 hours at a bath temperature of 37° C. Thereafter, the mixture was stirred at room temperature for an additional 40 minutes. Methanol was removed by concentration under reduced pressure, and the resulting precipitates (unnecessary substances derived from NBD-F) were removed by filtration. The precipitates were washed with water, and the filtrate and the washing solution were combined, followed by purification by HPLC. A target fraction was collected and lyophilized, whereby a target product was obtained (yield: 48.7 mg, yield ratio: 76%).

후처리

  1. additionwas added
  2. stirringThereafter, the mixture was stirred at room temperature for an additional 40 minutes
  3. customMethanol was removed by concentration under reduced pressure
  4. customthe resulting precipitates (unnecessary substances derived from NBD-F)
  5. customwere removed by filtration
  6. washThe precipitates were washed with water
  7. customfollowed by purification by HPLC
  8. customA target fraction was collected
  9. customwhereby a target product was obtained
  10. custom(yield: 48.7 mg, yield ratio: 76%)

출처 및 근거

ORD 기록
ord-f6c1e9a5909b4aae9c96477c7f1ebd69
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08986656B2

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