Sodium Iodide → HCID 70054498, compound

HRID 2298249Notes

Reaction equation

HRID 2298249 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].[CH:32]([N:35]([CH:39]([CH3:41])[CH3:40])[CH2:36][CH2:37]Cl)([CH3:34])[CH3:33].C(=O)([O-])[O-].[K+].[K+].[I-].[Na+]>CC(=O)CC>[C:18]1([CH3:21])[CH:17]=[CH:16][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][CH2:37][CH2:36][N:35]([CH:39]([CH3:41])[CH3:40])[CH:32]([CH3:34])[CH3:33])=[CH:28][CH:29]=2)=[O:22])(=[O:14])=[O:13])=[CH:20][CH:19]=1

Participants

6

Reactant 4

HCID 5238Sodium IodideHCID 73122-(Diisopropylamino)ethyl chlorideHCID 11430Potassium CarbonateHCID 54334627HCID 54334627, compound

Product 1

HCID 70054498HCID 70054498, 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-diisopropylaminoethyl chloride 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=121-124° C.

Sources & evidence

ORD record
ord-1ab4c9885fa84eaa903233faf7ecfe21
Source dataset
uspto-grants-2002_12
Patent number
US06492421B1

Reaction notes

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