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Methyl 3-deoxy-3-fluoro-beta-D-allopyranoside → GlyTouCan:G23553KL

HRID 965383
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HRID 965383 반응식
[F:1][C@@H:2]1[C@H:9]([OH:10])[C@@H:8]([CH2:11][OH:12])[O:7][C@@H:4]([O:5]C)[C@@H:3]1[OH:13]>Cl.O>[F:1][C@@H:2]1[C@H:9]([OH:10])[C@@H:8]([CH2:11][OH:12])[O:7][CH:4]([OH:5])[C@@H:3]1[OH:13]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 1

HCID 21635043Methyl 3-deoxy-3-fluoro-beta-D-allopyranoside2회

생성물 1

HCID 53701918GlyTouCan:G23553KL수율 97.2%

시약·촉매·용매 2

HCID 313Hydrochloric Acid용매HCID 962Water용매

실험 절차

Methyl 3-deoxy-3-fluoro-β-D-allopyranoside (24.5 g) [compound (1); this compound is described in "J. Org. Chem.", 48, pp. 4734-4743 (1983) by Peter J. Card et al.] was dissolved in 6M hydrochloric acid (500 ml) and the solution was allowed to stand at 70° C. for 8 hours (for hydrolysis reaction). The resulting reaction solution was concentrated and the syrup so obtained was dissolved in water (400 ml). The solution was neutralized with addition of ion-exchange resin, Dowex 1×2(OH- form) (100-200 mesh) (apparently 800 ml), then filtered and the filtrate was concentrated to afford the titled compound (2) (22.1 g) as a colorless syrup. Yield: 97%.

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후처리

  1. custom(for hydrolysis reaction)
  2. customThe resulting reaction solution
  3. concentrationwas concentrated
  4. customthe syrup so obtained
  5. additionThe solution was neutralized with addition of ion-exchange resin, Dowex 1×2(OH- form) (100-200 mesh) (apparently 800 ml),
  6. filtrationthen filtered
  7. concentrationthe filtrate was concentrated

출처 및 근거

ORD 기록
ord-36484212e4b945abab8897ced03552f1
출처 데이터셋
uspto-grants-1998_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05773607

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