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Acetic Acid Mixture with Hydrobromic Acid → HCID 54522117, 화합물

HRID 2051671
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HRID 2051671 반응식
[F:1][C:2]([F:26])([F:25])[C:3]([NH:5][C@@H:6]1[C@H:15]([O:16][C:17](=[O:19])[CH3:18])[C@H:14]([CH3:20])[O:13][C@H:8](OC(=O)C)[C@@H:7]1[O:21][C:22](=[O:24])[CH3:23])=[O:4].[BrH:27].C(O)(=O)C>C(Cl)(Cl)Cl>[F:1][C:2]([F:26])([F:25])[C:3]([NH:5][C@@H:6]1[C@H:15]([O:16][C:17](=[O:19])[CH3:18])[C@H:14]([CH3:20])[O:13][C@H:8]([Br:27])[C@@H:7]1[O:21][C:22](=[O:24])[CH3:23])=[O:4]
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참가 물질

4

반응물 2

HCID 21893785Acetic Acid Mixture with Hydrobromic AcidHCID 54370080HCID 54370080, 화합물

생성물 1

HCID 54522117HCID 54522117, 화합물수율 92%

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

The residue obtained from the reaction mixture by evaporation in vacuo, which consists of 3-trifluoroacetamido-1,2,4-tri-O-acetyl-3,6-dideoxy-β-L-talopyranose, is dissolved in 20 ml. of a 30% hydrogen bromide-acetic acid solution. After being kept for 2 hours at room temperature, 200 ml. of chloroform is added to the reaction mixture and the chloroform solution is washed with ice and water, a cold saturated sodium hydrogen carbonate solution, and water. The solution is dried over anhydrous magnesium sulfate and evaporated under reduced pressure to heavy syrup. The syrup is crystallized by adding ether, and recrystallization from a mixture of chloroform-ether gives 16 g. (92% yield) of 3-trifluoroacetamido-2,4-di-O-acetyl-3,6-dideoxy-β-L-talopyranosyl bromide.

후처리

  1. customThe residue obtained from the reaction mixture by evaporation in vacuo, which
  2. dissolutionis dissolved in 20 ml
  3. washthe chloroform solution is washed with ice and water
  4. dry with materialThe solution is dried over anhydrous magnesium sulfate
  5. customevaporated under reduced pressure to heavy syrup
  6. customThe syrup is crystallized
  7. additionby adding
  8. customether, and recrystallization
  9. additionfrom a mixture of chloroform-ether
  10. customgives 16 g

출처 및 근거

ORD 기록
ord-746a8c14852642b7aaf4d76d54a30841
출처 데이터셋
uspto-grants-1980_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04181795

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