HCID 11779701, compound → HCID 69462298, compound

HRID 1791981Notes

Reaction equation

HRID 1791981 reaction equation
[CH2:1]([O:3][CH:4]([O:20][CH2:21][CH3:22])[C:5]1([C@H:8]([NH:11][C@H:12]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH3:13])[C:9]#[N:10])[CH2:7][CH2:6]1)[CH3:2]>C(O)C>[CH2:1]([O:3][CH:4]([O:20][CH2:21][CH3:22])[C:5]1([C@@H:8]([NH:11][C@H:12]([C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH3:13])[C:9]#[N:10])[CH2:7][CH2:6]1)[CH3:2]

Participants

3

Reactant 1

HCID 11779701HCID 11779701, compound

Product 1

HCID 69462298HCID 69462298, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Anhydrous ethanol (1.0 ml) was added to a mixture of the title compound and its diastereomer, (2S)-2-[1-(diethoxymethyl)cyclopropyl]-2-{[(1S)-1-phenylethyl]amino}acetonitrile (the mixture: 16 mg, mixing ratio=1:1.8, (2S)-2-[1-(diethoxymethyl)cyclopropyl]-2-{[(1S)-1-phenylethyl]amino}acetonitrile was a main component). After stirring at 60° C. for 30 minutes in an argon gas stream, the reaction mixture was concentrated under reduced pressure. The diastereomer mixing ratio of the reuslting colorless crystals (16 mg) was found to be 3.4:1 based on the integral ratio of 1H-NMR ((2S)-2-[1-(diethoxymethyl)cyclopropyl]-2-{[(1S)-1-phenylethyl]amino}acetonitrile was a main component).

Sources & evidence

ORD record
ord-6f476147ba0b47b4ae3fc8316ab86d5d
Source dataset
uspto-grants-2006_07
Patent number
US07074837B2

Reaction notes

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