Isopropanol → HCID 66546473, compound

HRID 1023640Notes

Reaction equation

HRID 1023640 reaction equation
[OH:1][CH:2]1[CH2:23][CH2:22][C:5]2([C:9](=[O:10])[N:8]([C:11]3[CH:16]=[CH:15][C:14]([O:17][C:18]([F:21])([F:20])[F:19])=[CH:13][CH:12]=3)[CH2:7][CH2:6]2)[CH2:4][CH:3]1[O:24][CH2:25][C:26]([F:29])([F:28])[F:27].C(O)(C)C>CCCCCCC>[OH:1][C@@H:2]1[CH2:23][CH2:22][C@:5]2([C:9](=[O:10])[N:8]([C:11]3[CH:16]=[CH:15][C:14]([O:17][C:18]([F:19])([F:20])[F:21])=[CH:13][CH:12]=3)[CH2:7][CH2:6]2)[CH2:4][C@H:3]1[O:24][CH2:25][C:26]([F:29])([F:27])[F:28]

Participants

4

Reactant 2

HCID 3776IsopropanolHCID 77136682HCID 77136682, compound

Product 1

HCID 66546473HCID 66546473, compoundYield 28%

Reagents, catalysts & solvents 1

HCID 8900HeptaneSolvent

Procedure

rac-(5R,7R,8R)-8-hydroxy-7-(2,2,2-trifluoroethoxy)-2-(4-(trifluoromethoxy)phenyl)-2-azaspiro[4.5]decan-1-one (25 mg, obtained in example 6) was subjected to resolution by preparative HPLC (Chiralpack AD, 30% isopropanol in heptane) to provide (5R,7R,8R)-8-hydroxy-7-(2,2,2-trifluoro-ethoxy)-2-(4-trifluoromethoxy-phenyl)-2-aza-spiro[4.5]decan-1-one (7 mg), MS (ESI): 428.2 (MH+),

Sources & evidence

ORD record
ord-0dd660b9e11d4eaaaaf3920b3cd22cc4
Source dataset
uspto-grants-2014_05
Patent number
US08722721B2

Reaction notes

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