Water → HCID 23368721, compound

HRID 1901801Notes

Reaction equation

HRID 1901801 reaction equation
CN(P(N(C)C)(N(C)C)=O)C.O.[Cl:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[C:20](=[O:47])[C:21]1[CH:26]=[C:25]([Cl:27])[CH:24]=[CH:23][C:22]=1[N:28]([S:34]([C:37]1[CH:42]=[C:41]([O:43][CH3:44])[CH:40]=[CH:39][C:38]=1[O:45][CH3:46])(=[O:36])=[O:35])[CH2:29][C:30]([O:32][CH3:33])=[O:31]>C1COCC1>[Cl:27][C:25]1[CH:26]=[C:21]2[C:22](=[CH:23][CH:24]=1)[N:28]([S:34]([C:37]1[CH:42]=[C:41]([O:43][CH3:44])[CH:40]=[CH:39][C:38]=1[O:45][CH3:46])(=[O:36])=[O:35])[CH:29]([C:30]([O:32][CH3:33])=[O:31])[C:20]2([C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=1[Cl:13])[OH:47]

Participants

5

Reactant 3

HCID 962WaterHCID 12679HexamethylphosphoramideHCID 23368637HCID 23368637, compound

Product 1

HCID 23368721HCID 23368721, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

In a parallel procedure, 400 mg of the compound prepared in step B are dissolved in 3 ml of anhydrous THF at -78° C. under argon and 2.2 ml of the solution prepared above are added over 5 minutes, followed by 0.4 ml of HMPA. After 1 hour, a further 0.5 ml of the solution prepared above is added, the mixture is then left to stand for 1 hour at -78° C. and, finally, water is added and the mixture is extracted with ether.

Workup

  1. additionabove are added over 5 minutes
  2. additionabove is added
  3. waitthe mixture is then left
  4. waitto stand for 1 hour at -78° C.
  5. extractionthe mixture is extracted with ether

Sources & evidence

ORD record
ord-f93589196ccb4597aea150ccd6b11868
Source dataset
uspto-grants-1996_11
Patent number
US05578633

Reaction notes

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