HCID 15370446, compound → methyl (2S)-1-[(1S)-1-phenylethyl]azetidine-2-carboxylate

HRID 1953170Notes

Reaction equation

HRID 1953170 reaction equation
[CH3:1][C@H:2]([N:9]1[CH2:12][CH2:11][CH:10]1[C:13]([O:15][CH3:16])=[O:14])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1>CCCCCC.C(OCC)(=O)C>[CH3:1][C@H:2]([N:9]1[CH2:12][CH2:11][C@H:10]1[C:13]([O:15][CH3:16])=[O:14])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[CH3:1][C@H:2]([N:9]1[CH2:12][CH2:11][C@@H:10]1[C:13]([O:15][CH3:16])=[O:14])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

4

Reactant 1

HCID 15370446HCID 15370446, compound

Product 2

HCID 10998528methyl (2S)-1-[(1S)-1-phenylethyl]azetidine-2-carboxylateHCID 11790692HCID 11790692, compound

Reagents, catalysts & solvents 1

HCID 21226206Ethyl acetate hexaneSolvent

Procedure

The obtained methyl N-[(S)-methylbenzyl]azetidine-2-(RS)-carboxylate (10 g) was subjected to silica gel column chromatography (eluate: hexane/ethyl acetate=10/1) to give methyl N-[(S)-methylbenzyl]azetidine-2-(S)-carboxylate (4.8 g) and methyl N-[(S)-methylbenzyl]azetidine-2-(R)-carboxylate (4.68 g).

Sources & evidence

ORD record
ord-46ea185c508c407ca90f5352cd8622f6
Source dataset
uspto-grants-2000_09
Patent number
US06114543

Reaction notes

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