Acetonitrile → Diisopropylethylamine

HRID 2289075Notes

Reaction equation

HRID 2289075 reaction equation
F[C:2](F)(F)[C:3](O)=O.[N+](C1C=CC(COC(N=C(NC(OCC2C=CC([N+]([O-])=O)=CC=2)=O)N([CH2:23][C:24]([NH:26][CH:27]2[CH2:30]N[CH2:28]2)=O)C)=O)=CC=1)([O-])=O.[C:47](#N)C>O1CCCC1>[CH:27]([N:26]([CH2:2][CH3:3])[CH:24]([CH3:23])[CH3:47])([CH3:30])[CH3:28]

Participants

4

Reactant 2

HCID 6342AcetonitrileHCID 73457551HCID 73457551, compound

Product 1

HCID 81531Diisopropylethylamine

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of (2S,4S) (4-methoxybenzyl)thio-1-(4-nitrobenzyloxycarbonyl)-L-proline (888 mg) in anhydrous acetonitrile (15 ml), N,N'-carbonyldiimidazole (337 mg) was added, followed by stirring at room temperature for one hour. To the reaction mixture, N,N-diisopropylethylamine (330 μl) and a solution of the compound (1.69 g), which had been obtained in (2), in anhydrous tetrahydrofuran (16 ml) were added. The resulting mixture was treated in a similar manner to that described in Referential Example 16-(3), whereby the title compound (1.59 g) was obtained as an amorphous substance.

Sources & evidence

ORD record
ord-a776ac64a41f461090a464b65a7381a2
Source dataset
uspto-grants-2000_07
Patent number
US06090802

Reaction notes

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