(biphenyl-2-yloxy)acetic acid → HCID 20659566, compound

HRID 1371291Notes

Reaction equation

C1(C)C=CC(S(O)(=O)=O)=CC=1.[NH2:12][C@H:13]([C:18]([NH:20][CH:21]([CH:30]([OH:33])[CH2:31][F:32])[CH2:22][C:23]([O:25]C(C)(C)C)=[O:24])=[O:19])[CH2:14][CH:15]([CH3:17])[CH3:16].[C:34]1([C:40]2[CH:50]=[CH:49][CH:48]=[CH:47][C:41]=2[O:42][CH2:43][C:44](O)=[O:45])[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1>>[C:34]1([C:40]2[CH:50]=[CH:49][CH:48]=[CH:47][C:41]=2[O:42][CH2:43][C:44]([NH:12][C@H:13]([C:18]([NH:20][CH:21]([C:30](=[O:33])[CH2:31][F:32])[CH2:22][C:23]([OH:25])=[O:24])=[O:19])[CH2:14][CH:15]([CH3:16])[CH3:17])=[O:45])[CH:35]=[CH:36][CH:37]=[CH:38][CH:39]=1

Participants

Reactant 2

HCID 219688(biphenyl-2-yloxy)acetic acid

HCID 131722592HCID 131722592, compound

Product 1

HCID 20659566HCID 20659566, compound

Procedure

Starting with (3RS,4RS)-3-(leucinyl)amino-5-fluoro-4-hydroxypentanoic acid, tert-butyl ester, p-toluenesulfonate salt and following the methods described in Example 53, Parts C through E utilizing (2-phenylphenoxy)acetic acid in place of (1-naphthyloxy)acetic acid in Part C, gave the title compound as a white solid. MS(ES) for C25H29FN2O6 (MW 472.51): positive 495(M+Na), 511(M+K); negative 471(M−H), 585(M+TFA).

Sources & evidence

ORD record: ord-87945e59f89e43f496c9345754e833a5
Source dataset: uspto-grants-2007_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07157430B2

Reaction notes

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