Dimethylformamide → 2,5-Anhydro-6-azido-1,3,6-trideoxy-D-ribo-hexitol

HRID 1290442노트

반응식

HRID 1290442 반응식
CC1C=CC(S(O[CH2:12][C@H:13]2[O:18][C@@H:16]([CH3:17])[CH2:15][C@@H:14]2[OH:19])(=O)=O)=CC=1.CN(C)C=O.[N-:25]=[N+:26]=[N-:27].[Na+]>C(OCC)C>[N:25]([CH2:12][C@H:13]1[O:18][C@@H:16]([CH3:17])[CH2:15][C@@H:14]1[OH:19])=[N+:26]=[N-:27]

참가 물질

5

반응물 3

HCID 6228DimethylformamideHCID 33557Sodium AzideHCID 867503552,5-Anhydro-1,3-dideoxy-D-ribo-hexitol 6-(4-Methylbenzenesulfonate)

생성물 1

HCID 867503542,5-Anhydro-6-azido-1,3,6-trideoxy-D-ribo-hexitol수율 77.4%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

A mixture, under argon, of 0.560 g of product from Example 337, 2 ml of N,N-dimethylformamide and 0.250 g of sodium azide is stirred at 75° C. for 12 hours. The reaction mixture is diluted with diethyl ether, washed with water and saturated sodium chloride, dried and concentrated in vacuo to give 0.238 g of the desired product.

후처리

  1. washwashed with water and saturated sodium chloride
  2. customdried
  3. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-dd3355c16339445ca63682fc260eb627
출처 데이터셋
uspto-grants-1998_05
특허 번호
US05750735

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