3,4-dihydro-2H-pyran → HCID 23023090, compound

HRID 1242621Notes

Reaction equation

[CH2:1]1[O:3][CH:2]1[CH2:4]O.[Si](O[Si](C(C)(C)C)(C)C)(C(C)(C)C)(C)C.[N+]([C:24]1[NH:25][CH:26]=[C:27]([N+]([O-])=O)[N:28]=1)([O-])=O.[SiH3]OO.O1C=CCCC1>>[N:28]1[C:27]2=[CH:4][CH:2]=[CH:1][O:3][C:26]2=[N:25][CH:24]=1

Participants

Reactant 5

HCID 80803,4-dihydro-2H-pyran

HCID 11164Glycidol

HCID 590018TBDMS ether

HCID 131725973HCID 131725973, compound

HCID 178526857HCID 178526857, compound

Product 1

HCID 23023090HCID 23023090, compound

Procedure

According to this process, the compound (B) obtained starting from glycidol and t-butyldimethylsilyl ether is reacted with 2,4-dinitroimidazole, and after protecting the hydroxy group of the resulted siloxy alcohol (C) with dihydropyran, the tetrahydropyranyl (THP) ether compound (D) is subjected to desilylation and cyclization to form imidazopyran skeleton (E) and then, the imidazopyran derivative (F) is obtained by removal of THP group.

Sources & evidence

ORD record: ord-7723f2dd2b1549bca0068b79d5b695cc
Source dataset: uspto-grants-2006_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07115736B2

Reaction notes

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