Tetrahydropyranyl ether → HCID 20326977, compound
Reaction equation
[OH:1][C:2](C)([CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])/[CH:3]=[CH:4]/[CH:5]1[CH2:7][C:6]1([C:13]([O:15][CH2:16][CH3:17])=[O:14])[C:8]([O:10][CH2:11]C)=[O:9].O1CCC[CH2:26][CH:25]1OC1CCCCO1.[OH:37][CH:38]([CH:54]([CH3:59])[CH2:55][CH2:56][CH2:57][CH3:58])/[CH:39]=[CH:40]/[CH:41]1[CH2:43][C:42]1([C:49]([O:51][CH2:52][CH3:53])=[O:50])[C:44]([O:46][CH2:47][CH3:48])=[O:45]>>[O:15]1[CH2:13][CH2:6][CH2:8][CH2:17][CH:16]1[O:37][CH:38]([CH:54]([CH3:59])[CH2:55][CH2:56][CH2:57][CH3:58])/[CH:39]=[CH:40]/[CH:41]1[CH2:43][C:42]1([C:44]([O:46][CH2:47][CH3:48])=[O:45])[C:49]([O:51][CH2:52][CH3:53])=[O:50].[CH2:25]([CH:18]([CH2:19][CH2:20][CH2:21][CH2:22][CH2:38][CH3:39])[CH:2]([OH:1])/[CH:3]=[CH:4]/[CH:5]1[CH2:7][C:6]1([C:8]([O:10][CH3:11])=[O:9])[C:13]([O:15][CH3:16])=[O:14])[CH3:26]Participants
Procedure
In the same manner but using an equivalent amount of one of the compounds of formula 4 (R7 = H), for example, the compounds listed in Examples 17 to 40, instead of diethyl trans-2-(3-hydroxy-3-methyl-1-octenyl)cyclopropane-1,1-dicarboxylate, then the corresponding tetrahydropyranyl ether compound of formula 4 (R7 = tetrahydropyranyl) is obtained, for example, the corresponding tetrahydropyranyl ether compounds of Examples 17 to 40, respectively. More specifically exemplified, in the same manner diethyl trans-2-(3-hydroxy-4-methyl-1-octenyl)cyclopropane-1,1-dicarboxylate, described in Example 17 gives diethyl trans-2-{3-[(tetrahydropyran-2-yl)oxy]-4-methyl-1-octenyl}cyclopropane-1,1-dicarboxylate, γmaxfilm 1035, 1140, 1220 cm-1, and dimethyl trans-2-(4-ethyl-3-hydroxy-1-decenyl)cyclopropane-1,1-dicarboxylate, described in Example 24, gives dimethyl trans-2-{4-ethyl-3-[(tetrahydropyran-2-yl)oxy]-1-decenyl}cyclopropane-1,1-dicarboxylate.
Sources & evidence
- ORD record
- ord-1463d90e32e743bb9397e9f265222b39
- Source dataset
- uspto-grants-1978_05
- Patent number
- US04092427
Reaction notes
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