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

HRID 2399208Notes

Reaction equation

HRID 2399208 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([C:8]2[N:13]=[CH:12][C:11]([O:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])=[CH:10][N:9]=2)[CH:5]=[CH:6][CH:7]=1.[CH2:23]([C@@H:27]1[O:29][C@H:28]1[CH2:30]O)[CH2:24][CH2:25][CH3:26]>C(Cl)(Cl)Cl>[CH2:23]([C@@H:27]1[O:29][C@H:28]1[CH2:30][O:1][C:2]1[CH:3]=[C:4]([C:8]2[N:13]=[CH:12][C:11]([O:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])=[CH:10][N:9]=2)[CH:5]=[CH:6][CH:7]=1)[CH2:24][CH2:25][CH3:26]

Participants

4

Reactant 2

HCID 12839903(2S,3S)-3-butyloxiran-2-ylmethanolHCID 193862022-(3-Hydroxyphenyl)-5-octyloxypyrimidine

Product 1

HCID 572532382-[3-((2S,3S)-3-Butyloxiran-2-ylmethoxy)phenyl]-5-octyloxypyrimidine

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

The synthesis is carried out analogously to Example 11 from 2-(3-hydroxyphenyl)-5-octyloxypyrimidine and (2S,3S)-3-butyloxiran-2-ylmethanol. ##STR45## [α]D20 (CHCl3)=-14.74

Sources & evidence

ORD record
ord-5c35a67d44144b498eca678b44dee0bd
Source dataset
uspto-grants-1995_09
Patent number
US05447656

Reaction notes

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