HCID 86585272, compound → HCID 85787348, compound

HRID 1241349Notes

Reaction equation

HRID 1241349 reaction equation
[CH2:1]([O:3][P:4]([C:9]1[CH:14]=[CH:13][C:12]([CH2:15][NH:16]C(OC(C)(C)C)=O)=[CH:11][C:10]=1[P:24]([O:29][CH2:30][CH3:31])([O:26][CH2:27][CH3:28])=[O:25])(=[O:8])[O:5][CH2:6][CH3:7])[CH3:2]>C(O)(C(F)(F)F)=O.C(Cl)Cl>[CH2:1]([O:3][P:4]([C:9]1[CH:14]=[CH:13][C:12]([CH2:15][NH2:16])=[CH:11][C:10]=1[P:24]([O:29][CH2:30][CH3:31])([O:26][CH2:27][CH3:28])=[O:25])(=[O:8])[O:5][CH2:6][CH3:7])[CH3:2]

Participants

3

Reactant 1

HCID 86585272HCID 86585272, compound

Product 1

HCID 85787348HCID 85787348, compound

Reagents, catalysts & solvents 1

HCID 21863450Trifluoroacetic acid methylene chlorideSolvent

Procedure

[4-(tert-Butoxycarbonylamino-methyl)-2-(diethoxy-phosphoryl)-phenyl]-phosphonic acid diethyl ester (2.0 g, 4.2 mmol) was dissolved in TFA/CH2Cl2 (25%, 20 mL) and stirred for 3 h. The mixture was evaporated under a stream of N2, dissolved in EtOAc and washed with sat'd NaHCO3. The organic layer was dried over magnesium sulfate, and concentrated to a brown oil (0.9 g, 2.3 mmol) which was used without purification in the next reaction.

Workup

  1. customThe mixture was evaporated under a stream of N2
  2. dissolutiondissolved in EtOAc
  3. washwashed with sat'd NaHCO3
  4. dry with materialThe organic layer was dried over magnesium sulfate
  5. customwas used without purification in the next reaction

Sources & evidence

ORD record
ord-2110370ed5ee473cb0ebfd420794e4d2
Source dataset
uspto-grants-2006_10
Patent number
US07115589B2

Reaction notes

Loading…