HCID 14654393, compound → cis-Azetidine-2,4-dicarboxylic acid
Reaction equation
C([O:8][C:9]([C@H:11]1[CH2:14][C@@H:13]([C:15]([O:17]CC2C=CC=CC=2)=[O:16])[N:12]1CC1C=CC=CC=1)=[O:10])C1C=CC=CC=1>CO.O.[Pd]>[NH:12]1[C@H:13]([C:15]([OH:17])=[O:16])[CH2:14][C@@H:11]1[C:9]([OH:10])=[O:8]Participants
5
Reactant 1
Product 1
Reagents, catalysts & solvents 3
Procedure
208 mg (0.5 mmol) of stereochemically pure transor cis-N-benzylazetidine-2,4-dicarboxylic acid dibenzyl ester and 20 mg of 10% Pd/C in 15 ml of methanol are hydrogenated as above. The reaction mixture is diluted with 50 ml of warm water, filtered, and evaporated to dryness to afford as off-white solids the trans- or cis azetidine-2,4-dicarboxylic acid in virtually quantitative yield.
Workup
- filtrationfiltered
- customevaporated to dryness
Sources & evidence
- ORD record
- ord-64472fa02f594f64b05a762d3fbb4a40
- Source dataset
- uspto-grants-1991_02
- Patent number
- US04990504
Reaction notes
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