1,2-Dichloroethane → HCID 67374131, compound

HRID 490933

Reaction equation

HRID 490933 reaction equation
[CH2:1]([O:8][C:9]([NH:11][CH:12]([P:16]([OH:18])[OH:17])[CH:13]([CH3:15])[CH3:14])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:19](Cl)[CH2:20]Cl>C(O)C.C(Cl)Cl>[CH2:19]([O:18][P:16]([CH:12]([NH:11][C:9]([O:8][CH2:1][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)=[O:10])[CH:13]([CH3:15])[CH3:14])[OH:17])[CH3:20]

Participants

5

Reactant 2

HCID 111,2-DichloroethaneHCID 213258521-Carbobenzyloxyamino-2-methylpropanephosphonous acid

Product 1

HCID 67374131HCID 67374131, compoundYield 96.8%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 6344DichloromethaneSolvent

Procedure

To a solution of 1-(benzyloxycarbonylamino)-2-methylpropylphosphonous acid (5.8 g, 21.4 mmol) in 15 mL ethanol and 200 mL CH2Cl2 was added EDC (5.0 g, 26 mmol). The resulting reaction mixture was stirred at ambient temperature for 30 minutes. The mixture was concentrated in vacuo, and the residue was taken up into 200 mL ethyl acetate, washed with water and brine. The solvent was evaporated in vacuo to afford 1-(benzyloxycarbonylamino)-2-methylpropylphosphonous acid ethyl ester (6.2 g, 20.7 mmol, 96.8%) as white solid which was used without further purification.

Workup

  1. customThe resulting reaction mixture
  2. concentrationThe mixture was concentrated in vacuo
  3. washwashed with water and brine
  4. customThe solvent was evaporated in vacuo

Sources & evidence

ORD record
ord-0a69862bc7064ed7be2c6c6674f27955
Source dataset
uspto-grants-2009_05
Patent number
US07528173B2

Linked notes

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