HCID 59611073, compound → (S)-benzyl 2-amino-4-(difluoromethoxy)butanoate

HRID 417661Notes

Reaction equation

HRID 417661 reaction equation
C(OC([NH:8][C@@H:9]([CH2:20][CH2:21][O:22][CH:23]([F:25])[F:24])[C:10]([O:12][CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)=[O:11])=O)(C)(C)C>C(O)(C(F)(F)F)=O.ClCCl>[NH2:8][C@@H:9]([CH2:20][CH2:21][O:22][CH:23]([F:24])[F:25])[C:10]([O:12][CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)=[O:11]

Participants

4

Reactant 1

HCID 59611073HCID 59611073, compound

Product 1

HCID 67991507(S)-benzyl 2-amino-4-(difluoromethoxy)butanoate

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

(S)-benzyl 2-(tert-butoxycarbonylamino)-4-(difluoromethoxy)butanoate (161 mg, 0.448 mmol) was stirred in 30% TFA in dichloromethane (5 mL) for 1 h. The resulting mixture was concentrated down on rotovap and redissolved and concentrated down with toluene three times, and finally the residue was dried on high vacuum pump. The desired product was used as-is in the next step.

Workup

  1. concentrationThe resulting mixture was concentrated down on rotovap
  2. dissolutionredissolved
  3. concentrationconcentrated down with toluene three times
  4. customfinally the residue was dried on high vacuum pump

Sources & evidence

ORD record
ord-5b279b9c3a3742d39dee4be2f741484f
Source dataset
uspto-grants-2012_01
Patent number
US08088368B2

Reaction notes

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