HCID 68550728, compound → HCID 68553836, compound

HRID 1854680Notes

Reaction equation

HRID 1854680 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5](/[CH:8]=[CH:9]/[C:10](=[O:41])[CH2:11][C:12](=[O:40])/[CH:13]=[CH:14]/[C:15]2[CH:20]=[CH:19][C:18]([NH:21][C:22](=[O:39])[C@H:23]([NH:31]C(OC(C)(C)C)=O)[CH2:24][C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)=[CH:17][CH:16]=2)=[CH:4][CH:3]=1.C(OC(NC1C=CC(/C=C/C(=O)CC(=O)/C=C/C2C=CC(O)=CC=2)=CC=1)=O)(C)(C)C>C(Cl)(Cl)Cl.CO>[NH2:31][C@H:23]([CH2:24][C:25]1[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=1)[C:22]([NH:21][C:18]1[CH:19]=[CH:20][C:15](/[CH:14]=[CH:13]/[C:12](=[O:40])[CH2:11][C:10](=[O:41])/[CH:9]=[CH:8]/[C:5]2[CH:4]=[CH:3][C:2]([OH:1])=[CH:7][CH:6]=2)=[CH:16][CH:17]=1)=[O:39]

Participants

4

Reactant 2

HCID 68550728HCID 68550728, compoundHCID 68551182HCID 68551182, compound

Product 1

HCID 68553836HCID 68553836, compound

Reagents, catalysts & solvents 1

HCID 21584188Chloroform methanolSolvent

Procedure

The title compound was synthesized using the same procedure employed for Example 281, but with (1E,6E)-1-(4-hydroxyphenyl)-7-[4-((R)-2-tert-butoxycarbonylamino-3-phenylpropionylamino)phenyl]hepta-1,6-diene-3,5-dione (30 mg, 54 μmol, synthesized in Example 279) as the starting material instead of (1E,6E)-1-[4-(tert-butoxycarbonylamino)phenyl]-7-(4-hydroxyphenyl)hepta-1,6-diene-3,5-dione, and was purified by silica gel chromatography (chloroform/methanol=97/3 to 85/15). The product was obtained as a solid (9.2 mg, 37%) having the following characteristics.

Sources & evidence

ORD record
ord-30e50a2918eb4b12a997749a24069f5b
Source dataset
uspto-grants-2015_02
Patent number
US08962674B2

Reaction notes

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