2,2-Dimethyl-1,3-dioxane-4,6-dione → HCID 57654652, compound

HRID 1175165Notes

Reaction equation

HRID 1175165 reaction equation
[C:1]([O:5][C:6]([NH:8][C:9]1([C:13]([OH:15])=O)[CH2:12][CH2:11][CH2:10]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH3:16][C:17]1([CH3:25])[O:24][C:22](=[O:23])[CH2:21][C:19](=[O:20])[O:18]1.CCN=C=NCCCN(C)C.Cl>ClCCl.CN(C)C1C=CN=CC=1>[C:1]([O:5][C:6](=[O:7])[NH:8][C:9]1([C:13](=[C:21]2[C:22](=[O:23])[O:24][C:17]([CH3:25])([CH3:16])[O:18][C:19]2=[O:20])[OH:15])[CH2:10][CH2:11][CH2:12]1)([CH3:2])([CH3:3])[CH3:4]

Participants

6

Reactant 3

HCID 162492,2-Dimethyl-1,3-dioxane-4,6-dioneHCID 1512646Cyclobutanecarboxylic acid, 1-(((1,1-dimethylethoxy)carbonyl)amino)-HCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride

Product 1

HCID 57654652HCID 57654652, compound

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6344DichloromethaneSolvent2×

Procedure

1-tert-Butoxycarbonylamino-cyclobutanecarboxylic acid (1.0 g, 4.6 mmol) and Meldrum's acid (2,2-dimethyl-[1,3]dioxane-4,6-dione, 0.74 g, 5.1 mmol) are dissolved in 20 ml dichloromethane. 4-Dimethylaminopyridin (0.88 g, 7.2 mmol) and EDCl (1.07 g, 5.6 mmol) are added and the mixture is left in a refrigerator (4° C.) overnight. The reaction mixture is diluted with additional 200 ml dichloromethane and washed twice with 0.1 N HCl and with brine. Drying of the organic phase and evaporation of the solvent delivered the crude title compound which is used in the subsequent step without further purification.

Workup

  1. washwashed twice with 0.1 N HCl and with brine
  2. customDrying of the organic phase and evaporation of the solvent
  3. customis used in the subsequent step without further purification

Sources & evidence

ORD record
ord-95f665418de244aeb4bdc33aa6a6e415
Source dataset
uspto-grants-2010_11
Patent number
US07838674B2

Reaction notes

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