HCID 57539221, compound → HCID 57539232, compound
Reaction equation
C([N:8](CC1C=CC=CC=1)[C@H:9]([CH2:20][O:21][CH:22]([F:24])[F:23])[C:10]([O:12]CC1C=CC=CC=1)=[O:11])C1C=CC=CC=1>CO.[OH-].[OH-].[Pd+2]>[NH2:8][C@H:9]([CH2:20][O:21][CH:22]([F:24])[F:23])[C:10]([OH:12])=[O:11]Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
Benzyl (2R) 2-dibenzylamino-3-difluoromethoxy-propionate (3.1 g, 6.28 mmol) was stirred with Pd(OH)2 in methanol under H2 overnight. The reaction mixture was filtered and the filtrate concentrated to dryness, then triturated with diethyl ether to give (2R)-2-amino-3-(difluoromethoxy)propanoic acid (773 mg, 68.4%) as a white solid. 1H NMR (300 MHz, MeOD): δ(ppm) 6.49 (wt, 1H), 4.33 (dd, 1H), 4.22 (dd, 1H), and 3.88 (dd, 1H).
Workup
- filtrationThe reaction mixture was filtered
- concentrationthe filtrate concentrated to dryness
- customtriturated with diethyl ether
Sources & evidence
- ORD record
- ord-e06b643ae79548a7903976fcdfa790c8
- Source dataset
- uspto-grants-2011_03
- Patent number
- US07902401B2
Reaction notes
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