Potassium Carbonate → HCID 18391837, compound

HRID 617766Notes

Reaction equation

HRID 617766 reaction equation
[CH2:1]([C:3]1([CH2:21][CH3:22])[CH:6]([O:7][C:8]2[CH:13]=[CH:12][C:11]([C:14](=[O:19])[CH2:15][CH2:16][C:17]#[N:18])=[CH:10][CH:9]=2)[NH:5][C:4]1=[O:20])[CH3:2].[CH2:23]([C@@H:26]([N:34]=[C:35]=[O:36])[C:27]1[CH:32]=[CH:31][C:30]([CH3:33])=[CH:29][CH:28]=1)[CH:24]=[CH2:25].C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[CH2:21]([C:3]1([CH2:1][CH3:2])[C@H:6]([O:7][C:8]2[CH:13]=[CH:12][C:11]([C:14](=[O:19])[CH2:15][CH2:16][C:17]#[N:18])=[CH:10][CH:9]=2)[N:5]([C:35]([NH:34][C@H:26]([CH2:23][CH:24]=[CH2:25])[C:27]2[CH:32]=[CH:31][C:30]([CH3:33])=[CH:29][CH:28]=2)=[O:36])[C:4]1=[O:20])[CH3:22]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 18655099HCID 18655099, compoundHCID 21849612HCID 21849612, compound

Product 1

HCID 18391837HCID 18391837, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

According to the procedure of Example 21, Step B, 1.29 gm (4.3 mmol) of 3,3-diethyl-4-(RS)-[4-(1-oxo-3-cyanopropyl)phenoxy]azetidin-2-one, 0.965 gm (5.15 mmol) of (R)-α-allyl-4-methylbenzyl isocyanate, 59 mg (0.43 mmol) of potassium carbonate in 20 mL of DMF gave, after EPLC purification on 1 kg of silica eluting with 8 L of 72:28 hexanes: ethyl acetate 1.0 gm of the product as an oil.

Workup

  1. customgave
  2. customafter EPLC purification on 1 kg of silica eluting with 8 L of 72:28 hexanes

Sources & evidence

ORD record
ord-af1e92a4549c4940bbc4a5579dcaa633
Source dataset
uspto-grants-1999_09
Patent number
US05952321

Reaction notes

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