o-Phenethylbenzoic acid → HCID 10166560, compound

HRID 2417259Notes

Reaction equation

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

Participants

Reactant 2

HCID 78603o-Phenethylbenzoic acid

HCID 53873029HCID 53873029, compound

Product 1

HCID 10166560HCID 10166560, compound

Procedure

6-Amino-2-(4-but-2-ynoxy-benzenesulfonyl)-hexanoic acid hydroxyamide resin (0.33 g, 1.1 meq/g) prepared in step B was acylated with 2-bibenzylcarboxylic acid (1.6 g, 4.0 eq) according to the procedure in Example 13, Step E to give N-[5-(4-but-2-ynyloxy-benzenesulfonyl)-5-hydroxycarbamoyl-pentyl]-2-phenethyl-benzamide resin.

Sources & evidence

ORD record: ord-75ac774242964b2cb165e35f973dea7a
Source dataset: uspto-grants-2004_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06825354B2

Reaction notes

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