Dimethylformamide → Dibenzyl 4-chloro-3,3-dimethyl-4-oxobutyl phosphate

HRID 2238333Notes

Reaction equation

HRID 2238333 reaction equation
[CH2:1]([O:8][P:9]([O:19][CH2:20][CH2:21][C:22]([CH3:27])([CH3:26])[C:23](O)=[O:24])([O:11][CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CN(C=O)C.C(Cl)(=O)C([Cl:36])=O>ClCCl>[P:9]([O:19][CH2:20][CH2:21][C:22]([CH3:27])([CH3:26])[C:23]([Cl:36])=[O:24])([O:11][CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)([O:8][CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)=[O:10]

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 65578Oxalyl chlorideHCID 672351544-{[Bis(benzyloxy)phosphoryl]oxy}-2,2-dimethylbutanoic acid

Product 1

HCID 86616512Dibenzyl 4-chloro-3,3-dimethyl-4-oxobutyl phosphate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a solution of the product from Example 11B (0.211 g, 0.538 mmol) in dichloromethane (1.35 mL) at 0° C. were added DMF (4 μL) and a solution of oxalyl chloride in dichloromethane (2M, 0.538 mL) and the mixture was stirred for 45 minutes at 0° C. The solvent was evaporated under reduced pressure and the residue was used without further purification.

Workup

  1. customThe solvent was evaporated under reduced pressure
  2. customthe residue was used without further purification

Sources & evidence

ORD record
ord-4a3dce8c594e44f89019041f54d6526c
Source dataset
uspto-grants-2010_05
Patent number
US07718633B2

Reaction notes

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