HCID 90060123, compound → HCID 118157655, compound

HRID 1779182Notes

Reaction equation

[CH2:1]([O:5][C:6]1[CH:11]=[CH:10][C:9]([CH2:12][C@H:13]([NH:17][C:18]([C@@H:20](/[CH:29]=[CH:30]/[CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][S:37]([CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH3:46])(=[O:39])=[O:38])[C@@:21]([OH:28])([CH2:25][CH2:26]C)[C:22]([OH:24])=[O:23])=[O:19])[C:14]([OH:16])=[O:15])=[CH:8][CH:7]=1)[CH2:2][CH2:3][CH3:4].C(OC1C=CC(C[C@H](NC([C@@H](/C=C/CCCCCCC(F)([F:91])CCCCCCC)[C@@](O)(CCC)C(O)=O)=O)C(O)=O)=CC=1)C#CC>>[CH2:1]([O:5][C:6]1[CH:11]=[CH:10][C:9]([CH2:12][C@H:13]([NH:17][C:18]([C@@H:20](/[CH:29]=[CH:30]/[CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][S:37]([CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH3:46])(=[O:39])=[O:38])[C@:21]([CH2:25][CH2:26][F:91])([OH:28])[C:22]([OH:24])=[O:23])=[O:19])[C:14]([OH:16])=[O:15])=[CH:8][CH:7]=1)[CH2:2][CH2:3][CH3:4]

Participants

Reactant 2

HCID 90060123HCID 90060123, compound

HCID 90060307HCID 90060307, compound

Product 1

HCID 118157655HCID 118157655, compound

Procedure

(E)-(2S,3S)-3-[(S)-2-(4-Butoxy-phenyl)-1-carboxy-ethylcarbamoyl]-11-(heptane-1-sulfonyl)-2-hydroxy-2-propyl-undec-4-enoic acid (No. 5527300) was synthesized by the synthetic method of (E)-(2S,3S)-3-[(S)-2-(4-but-2-ynyloxy-phenyl)-1-carboxy-ethylcarbamoyl]-12,12-difluoro-2-hydroxy-2-propyl-nonadec-4-enoic acid (No. 5501825), using (E)-(2S,3S)-3-[(S)-2-(4-butoxy-phenyl)-1-methoxycarbonyl-ethylcarbamoyl]-2-(2-fluoro-ethyl)-11-(heptane-1-sulfonyl)-2-hydroxy-2-undec-4-enoic acid (No. 5514421) as a starting material.

Sources & evidence

ORD record: ord-b8895ee7e2364f9dabe895924ad7ddbe
Source dataset: uspto-grants-2016_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09266853B2

Reaction notes

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