Diazomethane → Decyl 7-[carbamoyl(4-hydroxynonyl)amino]heptanoate

HRID 1729930Notes

Reaction equation

HRID 1729930 reaction equation
[N+](=[CH:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12])=[N-].[N+](=C)=[N-].[OH:16][CH:17]([CH2:34][CH2:35][CH2:36][CH2:37][CH3:38])[CH2:18][CH2:19][CH2:20][N:21]([CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][C:31]([OH:33])=[O:32])[C:22]([NH2:24])=[O:23].OC(CCCCC)CCCN(CCCCCCC(O)=O)C(N)=S>CCOCC>[OH:16][CH:17]([CH2:34][CH2:35][CH2:36][CH2:37][CH3:38])[CH2:18][CH2:19][CH2:20][N:21]([CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][C:31]([O:33][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12])=[O:32])[C:22]([NH2:24])=[O:23]

Participants

6

Reactant 4

HCID 9550DiazomethaneHCID 15635947DiazodecaneHCID 215014417-[Carbamoyl(4-hydroxynonyl)amino]heptanoic acidHCID 539682077-[Carbamothioyl(4-hydroxynonyl)amino]heptanoic acid

Product 1

HCID 53798252Decyl 7-[carbamoyl(4-hydroxynonyl)amino]heptanoate

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

Using the method of Example 23 but substituting an ether solution of 1-diazodecane for the ether solution of diazomethane and 7-[1-(4-hydroxynonyl)ureido]heptanoic acid for 7-[1-(4-hydroxynonyl)thioureido]heptanoic acid, there is obtained decyl 7-[1-(4-hydroxynonyl)ureido]-heptanoate as a viscous oil.

Sources & evidence

ORD record
ord-24c18fc8d3c649e8a56be662bc31e631
Source dataset
uspto-grants-1976_11
Patent number
US03989749

Reaction notes

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