(+)-Solketal → 5-[4-((4S)-2,2-Dimethyl-1,3-dioxolan-4-ylmethoxy)phenyl]-2-(3-propoxyphenyl)pyrimidine

HRID 2399209Notes

Reaction equation

HRID 2399209 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]=[N:10][C:11]([C:14]3[CH:19]=[CH:18][CH:17]=[C:16]([O:20][CH2:21][CH2:22][CH3:23])[CH:15]=3)=[N:12][CH:13]=2)=[CH:4][CH:3]=1.[CH3:24][C:25]1([CH3:32])[O:29][C@@H:28]([CH2:30]O)[CH2:27][O:26]1>C(Cl)(Cl)Cl>[CH3:24][C:25]1([CH3:32])[O:29][C@@H:28]([CH2:30][O:1][C:2]2[CH:3]=[CH:4][C:5]([C:8]3[CH:9]=[N:10][C:11]([C:14]4[CH:19]=[CH:18][CH:17]=[C:16]([O:20][CH2:21][CH2:22][CH3:23])[CH:15]=4)=[N:12][CH:13]=3)=[CH:6][CH:7]=2)[CH2:27][O:26]1

Participants

4

Reactant 2

HCID 736057(+)-SolketalHCID 193862145-(4-Hydroxyphenyl)-2-(3-propoxyphenyl)pyrimidine

Product 1

HCID 570179225-[4-((4S)-2,2-Dimethyl-1,3-dioxolan-4-ylmethoxy)phenyl]-2-(3-propoxyphenyl)pyrimidine

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

The synthesis is carried out analogously to Example 17 from 5-(4-hydroxyphenyl)-2-(3-propoxyphenyl)pyrimidine and (4S )-2,2-dimethyl-1,3-dioxolan-4-ylmethanol (commercially available). ##STR46## [α]D20 (CHCl3)=+5.0

Sources & evidence

ORD record
ord-0435c6000b70445eaed6a27c4415679c
Source dataset
uspto-grants-1995_09
Patent number
US05447656

Reaction notes

Loading…