tert-Butyl 3-(2-chloro-3-((4-(2-isopropylthiazole-4-carbonyl)-1-oxa-4,9-diazaspiro[5.5]undecan-9-yl)methyl)phenethoxy)propanoate → 3-(2-Chloro-3-((4-(2-isopropylthiazole-4-carbonyl)-1-oxa-4,9-diazaspiro[5.5]undecan-9-yl)methyl)phenethoxy)propanoic acid

HRID 446443Notes

Reaction equation

HRID 446443 reaction equation
[Cl:1][C:2]1[C:19]([CH2:20][N:21]2[CH2:41][CH2:40][C:24]3([O:29][CH2:28][CH2:27][N:26]([C:30]([C:32]4[N:33]=[C:34]([CH:37]([CH3:39])[CH3:38])[S:35][CH:36]=4)=[O:31])[CH2:25]3)[CH2:23][CH2:22]2)=[CH:18][CH:17]=[CH:16][C:3]=1[CH2:4][CH2:5][O:6][CH2:7][CH2:8][C:9]([O:11]C(C)(C)C)=[O:10].FC1C(CN2CCC3(OCCN(C(C4N=C(C(C)C)SC=4)=O)C3)CC2)=CC=CC=1CCOCCC([O-])=O>>[Cl:1][C:2]1[C:19]([CH2:20][N:21]2[CH2:22][CH2:23][C:24]3([O:29][CH2:28][CH2:27][N:26]([C:30]([C:32]4[N:33]=[C:34]([CH:37]([CH3:38])[CH3:39])[S:35][CH:36]=4)=[O:31])[CH2:25]3)[CH2:40][CH2:41]2)=[CH:18][CH:17]=[CH:16][C:3]=1[CH2:4][CH2:5][O:6][CH2:7][CH2:8][C:9]([OH:11])=[O:10]

Participants

3

Reactant 2

HCID 58168587tert-Butyl 3-(2-chloro-3-((4-(2-isopropylthiazole-4-carbonyl)-1-oxa-4,9-diazaspiro[5.5]undecan-9-yl)methyl)phenethoxy)propanoateHCID 866758193-(2-Fluoro-3-((4-(2-isopropylthiazole-4-carbonyl)-1-oxa-4,9-diazaspiro[5.5]undecan-9-yl)methyl)phenethoxy)propanoate

Product 1

HCID 581684593-(2-Chloro-3-((4-(2-isopropylthiazole-4-carbonyl)-1-oxa-4,9-diazaspiro[5.5]undecan-9-yl)methyl)phenethoxy)propanoic acid

Procedure

Prepared by the method of Example 7, step d using tert-butyl 3-(2-chloro-3-((4-(2-isopropylthiazole-4-carbonyl)-1-oxa-4,9-diazaspiro[5.5]undecan-9-yl)methyl)phenethoxy)propanoate [Example 27, step c] (0.93 g) in place of tert-butyl. 3-(2-fluoro-3-((4-(2-isopropylthiazole-4-carbonyl)-1-oxa-4,9-diazaspiro[5.5]undecan-9-yl)methyl)phenethoxy)propanoate. Yield 0.76 g.

Workup

  1. customPrepared by the method of Example 7, step d

Sources & evidence

ORD record
ord-e3c43ac8b4484820bdfcaf37d4eef2e7
Source dataset
uspto-grants-2013_07
Patent number
US08476265B2

Reaction notes

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