1-Oxa-8-azaspiro[4.5]decan-4-ol → (4RS)-8-[(2R,3R,4R)-2-[(1R)-1-(3,5-Bis(trifluoromethyl)phenyl)ethoxy]-3-phenyl-tetrahydropyran-4-yl]methyl-1-oxa-8-azaspiro[4.5]decan-4-ol

HRID 747034Notes

Reaction equation

HRID 747034 reaction equation
[F:1][C:2]([F:31])([F:30])[C:3]1[CH:4]=[C:5]([C@H:13]([O:15][C@@H:16]2[C@@H:21]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[C@H:20]([CH:28]=O)[CH2:19][CH2:18][O:17]2)[CH3:14])[CH:6]=[C:7]([C:9]([F:12])([F:11])[F:10])[CH:8]=1.[OH:32][CH:33]1[C:37]2([CH2:42][CH2:41][NH:40][CH2:39][CH2:38]2)[O:36][CH2:35][CH2:34]1>>[F:12][C:9]([F:11])([F:10])[C:7]1[CH:6]=[C:5]([C@H:13]([O:15][C@@H:16]2[C@@H:21]([C:22]3[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=3)[C@H:20]([CH2:28][N:40]3[CH2:41][CH2:42][C:37]4([O:36][CH2:35][CH2:34][CH:33]4[OH:32])[CH2:38][CH2:39]3)[CH2:19][CH2:18][O:17]2)[CH3:14])[CH:4]=[C:3]([C:2]([F:30])([F:31])[F:1])[CH:8]=1

Participants

3

Reactant 2

HCID 450832011-Oxa-8-azaspiro[4.5]decan-4-olHCID 86601738(2R,3R,4R)-2-[(1R)-1-(3,5-bis(trifluoromethyl)phenyl)ethoxy]-3-phenyl-tetrahydropyran-4-carbaldehyde

Product 1

HCID 86606928(4RS)-8-[(2R,3R,4R)-2-[(1R)-1-(3,5-Bis(trifluoromethyl)phenyl)ethoxy]-3-phenyl-tetrahydropyran-4-yl]methyl-1-oxa-8-azaspiro[4.5]decan-4-ol

Procedure

This product was prepared according to the procedure described in Example 2 using (2R,3R,4R)-2-[(1R)-1-(3,5-bis(trifluoromethyl)phenyl)ethoxy]-3-phenyl-tetrahydropyran-4-carbaldehyde (WO 0056727) and 4-hydroxy-1-oxa-8-azaspiro[4.5]decane (Description 20).

Workup

  1. customThis product was prepared

Sources & evidence

ORD record
ord-d472804dfb9f410999f7886349a36f4c
Source dataset
uspto-grants-2008_07
Patent number
US07393858B2

Reaction notes

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