(2S,3S)-3-butyloxiran-2-ylmethanol → 5-[3-((2S,3S)-3-Butyloxiran-2-ylmethoxy)phenyl]-2-(4-octyloxyphenyl)pyrimidine

HRID 2399207Notes

Reaction equation

HRID 2399207 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([C:8]2[CH:9]=[N:10][C:11]([C:14]3[CH:19]=[CH:18][C:17]([O:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28])=[CH:16][CH:15]=3)=[N:12][CH:13]=2)[CH:5]=[CH:6][CH:7]=1.[CH2:29]([C@@H:33]1[O:35][C@H:34]1[CH2:36]O)[CH2:30][CH2:31][CH3:32]>C(Cl)(Cl)Cl>[CH2:29]([C@@H:33]1[O:35][C@H:34]1[CH2:36][O:1][C:2]1[CH:3]=[C:4]([C:8]2[CH:9]=[N:10][C:11]([C:14]3[CH:19]=[CH:18][C:17]([O:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28])=[CH:16][CH:15]=3)=[N:12][CH:13]=2)[CH:5]=[CH:6][CH:7]=1)[CH2:30][CH2:31][CH3:32]

Participants

4

Reactant 2

HCID 12839903(2S,3S)-3-butyloxiran-2-ylmethanolHCID 193862075-(3-Hydroxyphenyl)-2-(4-octyloxyphenyl)pyrimidine

Product 1

HCID 569901185-[3-((2S,3S)-3-Butyloxiran-2-ylmethoxy)phenyl]-2-(4-octyloxyphenyl)pyrimidine

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

The synthesis is carried out analogously to Example 1 from 5-(3-hydroxyphenyl)-2-(4-octyloxyphenyl)pyrimidine and (2S, 3S )-3-butyloxiran-2-ylmethanol. ##STR44## [α]D20 (CHCl3)=-14.27

Sources & evidence

ORD record
ord-76fcc0d9667d43a19d7d5f08239dd414
Source dataset
uspto-grants-1995_09
Patent number
US05447656

Reaction notes

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