Sodium Iodide → HCID 54311627, compound

HRID 2298250Notes

Reaction equation

HRID 2298250 reaction equation
C[O:2][C:3](=[O:31])[C@H:4]([CH2:23][C:24]1[CH:29]=[CH:28][C:27]([OH:30])=[CH:26][CH:25]=1)[NH:5][C:6](=[O:22])[C@@H:7]1[CH2:11][CH2:10][CH2:9][N:8]1[S:12]([C:15]1[CH:20]=[CH:19][C:18]([CH3:21])=[CH:17][CH:16]=1)(=[O:14])=[O:13].Cl.[CH2:33]([N:35]([CH2:39][CH3:40])[CH2:36][CH2:37]Cl)[CH3:34].C(=O)([O-])[O-].[K+].[K+].[I-].[Na+]>CC(=O)CC>[C:18]1([CH3:21])[CH:19]=[CH:20][C:15]([S:12]([N:8]2[CH2:9][CH2:10][CH2:11][C@H:7]2[C:6]([NH:5][C@H:4]([C:3]([OH:2])=[O:31])[CH2:23][C:24]2[CH:25]=[CH:26][C:27]([O:30][CH2:34][CH2:33][N:35]([CH2:39][CH3:40])[CH2:36][CH3:37])=[CH:28][CH:29]=2)=[O:22])(=[O:14])=[O:13])=[CH:16][CH:17]=1

Participants

6

Reactant 4

HCID 5238Sodium IodideHCID 11430Potassium CarbonateHCID 133631-Chloro-2-(diethylamine)ethane hydrochlorideHCID 54334627HCID 54334627, compound

Product 1

HCID 54311627HCID 54311627, compound

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

The methyl ester was prepared via O-alkylation of N-(toluene-4-sulfonyl)-L-prolyl-L-tyrosine methyl ester with 2-diethylaminoethyl chloride hydrochloride in refluxing 2-butanone in the presence of potassium carbonate and sodium iodide. The title compound was prepared using the procedure described in Method 7 as a solid, mp=105-109° C.

Sources & evidence

ORD record
ord-231251c0148543a39df41f504dba7320
Source dataset
uspto-grants-2002_12
Patent number
US06492421B1

Reaction notes

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