Sodium Azide → (3R,3aR,6S,6aR)-6-azido-hexahydro-furo[3,2-b]furan-3-ol

HRID 416121노트

반응식

HRID 416121 반응식
[OH:1][C@H:2]1[C@H:6]2[O:7][CH2:8][C@@H:9](OS(C3C=CC(C)=CC=3)(=O)=O)[C@H:5]2[O:4][CH2:3]1.[N-:21]=[N+:22]=[N-:23].[Na+]>CN(C=O)C>[N:21]([C@@H:9]1[C@H:5]2[O:4][CH2:3][C@@H:2]([OH:1])[C@H:6]2[O:7][CH2:8]1)=[N+:22]=[N-:23]

참가 물질

4

반응물 2

HCID 33557Sodium AzideHCID 13014014(3R,3aS,6R,6aR)-6-Hydroxyhexahydrofuro[3,2-b]furan-3-yl 4-methylbenzenesulfonate

생성물 1

HCID 51345858(3R,3aR,6S,6aR)-6-azido-hexahydro-furo[3,2-b]furan-3-ol

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A solution of 2.5 g of toluene-4-sulfonic acid (3R,3aS,6R,6aR)-6-hydroxy-hexahydro-furo[3,2-b]furan-3-yl ester in 30 ml of DMF is heated with 0.8 g of sodium azide under reflux for 2 hours, solvent is distilled off and the distillation residue obtained is dissolved in EtAc and extracted with H2O. The organic phase obtained is dried and solvent is evaporated. (3R,3aR,6S,6aR)-6-azido-hexahydro-furo[3,2-b]furan-3-ol is obtained.

후처리

  1. temperatureunder reflux for 2 hours
  2. distillationsolvent is distilled off
  3. customthe distillation residue obtained
  4. dissolutionis dissolved in EtAc
  5. extractionextracted with H2O
  6. customThe organic phase obtained
  7. customis dried
  8. customsolvent is evaporated

출처 및 근거

ORD 기록
ord-0d499233193a460f93492120885ad6d3
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08088823B2

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