Triphosgene → {2-[3-Phenyl-3-(4-benzyloxycarbonylaminocyclohexyl)ureido]-4-methoxy-6-tert-butylphenoxy}methoxymethane

HRID 1457591Notes

Reaction equation

HRID 1457591 reaction equation
[NH2:1][C:2]1[CH:11]=[C:10]([O:12][CH3:13])[CH:9]=[C:8]([C:14]([CH3:17])([CH3:16])[CH3:15])[C:3]=1[O:4][CH2:5][O:6][CH3:7].[C:18]1([NH:24][CH:25]2[CH2:30][CH2:29][CH:28]([NH:31][C:32]([O:34][CH2:35][C:36]3[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=3)=[O:33])[CH2:27][CH2:26]2)[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.Cl[C:43](Cl)([O:45]C(=O)OC(Cl)(Cl)Cl)Cl>>[C:18]1([N:24]([CH:25]2[CH2:30][CH2:29][CH:28]([NH:31][C:32]([O:34][CH2:35][C:36]3[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=3)=[O:33])[CH2:27][CH2:26]2)[C:43](=[O:45])[NH:1][C:2]2[CH:11]=[C:10]([O:12][CH3:13])[CH:9]=[C:8]([C:14]([CH3:17])([CH3:16])[CH3:15])[C:3]=2[O:4][CH2:5][O:6][CH3:7])[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1

Participants

4

Reactant 3

HCID 94429TriphosgeneHCID 18765846(2-Amino-4-methoxy-6-tert-butylphenoxy)methoxymethaneHCID 22099404N-phenyl-N-(4-benzyloxycarbonylaminocyclohexyl)amine

Product 1

HCID 22099492{2-[3-Phenyl-3-(4-benzyloxycarbonylaminocyclohexyl)ureido]-4-methoxy-6-tert-butylphenoxy}methoxymethane

Procedure

(2-Amino-4-methoxy-6-tert-butylphenoxy)methoxymethane, N-phenyl-N-(4-benzyloxycarbonylaminocyclohexyl)amine and triphosgene were treated in the same manner as described in Example 53 to give {2-[3-phenyl-3-(4-benzyloxycarbonylaminocyclohexyl)ureido]-4-methoxy-6-tert-butylphenoxy}methoxymethane (melting point: 145°-154° C.).

Sources & evidence

ORD record
ord-6e52bb51aa36434294bca84bd6829e28
Source dataset
uspto-grants-1998_12
Patent number
US05849732

Reaction notes

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