Sodium Hydroxide → HCID 70524358, compound

HRID 851087Notes

Reaction equation

HRID 851087 reaction equation
C(C=C[C@@:8]1([N:16]2[CH:23]=[CH:22][C:20]([NH2:21])=[N:19][C:17]2=[O:18])[O:15][C@H:12]([CH2:13][OH:14])[C@@H:10]([OH:11])[CH2:9]1)(OCC)=O.[OH-:24].[Na+]>>[C:10](/[CH:9]=[CH:8]/[C:22]1[C:20]([NH2:21])=[N:19][C:17](=[O:18])[N:16]([CH:23]=1)[C@@H:8]1[O:15][C@H:12]([CH2:13][OH:14])[C@@H:10]([OH:11])[CH2:9]1)([OH:11])=[O:24]

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 70524771HCID 70524771, compound

Product 1

HCID 70524358HCID 70524358, compound

Procedure

Carbethoxyvinyldeoxycytidine (325 mg, 1mmol) is suspended in 0.5M NaOH solution (40 ml) and stirred at room temperature for 2 hrs. The clear solution is neutralised by addition of Dowex-50H+ -form to pH 7 and filtered. This solution is immediately used for the preparation of E-5-(2-bromovinyl)-2'-deoxycytidine.

Workup

  1. additionThe clear solution is neutralised by addition of Dowex-50H+ -form to pH 7
  2. filtrationfiltered
  3. customThis solution is immediately used for the preparation of E-5-(2-bromovinyl)-2'-deoxycytidine

Sources & evidence

ORD record
ord-3072674ccca34b0aad3edee76398dbf2
Source dataset
uspto-grants-1983_05
Patent number
US04382925

Reaction notes

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