Hydrazine hydrate (1:1) → HCID 53641074, compound

HRID 2397472Notes

Reaction equation

HRID 2397472 reaction equation
[CH2:1]([O:8][C@H:9]([C@@H:12]([C@@H:21]([CH2:23][O:24][CH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)[OH:22])[O:13][CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[CH:10]=[O:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O.[NH2:33][NH2:34]>CO>[NH:33]([C:10]([C@@H:9]([C@@H:12]([C@@H:21]([CH2:23][O:24][CH2:25][C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=1)[OH:22])[O:13][CH2:14][C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1)[O:8][CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)=[O:11])[NH2:34]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 1396593354623-25-5

Product 1

HCID 53641074HCID 53641074, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

18.1 g (43 mmoles) of 2,3,5-tri-O-benzyl-D-ribose are dissolved in 18 ml of absolute methanol and, while cooling and stirring 21.5 g (43.0 mmoles) of 100% hydrazine hydrate (dissolved in 20 ml of absolute methanol) are added to the solution. After a few minutes the ice bath is removed and stirring is carried out for 24 hours at room temperature. The excess hydrazine hydrate is drawn off (oil pump) together with the methanol in a rotary evaporator at room temperature. A viscous yellow oil remains which is dried further using an oil pump. Yield: 17.9 g (96%).

Workup

  1. temperaturewhile cooling
  2. additionare added to the solution
  3. customAfter a few minutes the ice bath is removed
  4. customin a rotary evaporator at room temperature
  5. customA viscous yellow oil remains which is dried further

Sources & evidence

ORD record
ord-4873c78cafeb4d6ea88f9f4c6243cdbe
Source dataset
uspto-grants-1977_05
Patent number
US04021542

Reaction notes

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