Triethyl heptane-1,1,7-tricarboxylate → HCID 70618608, compound

HRID 435950Notes

Reaction equation

HRID 435950 reaction equation
O1CCCCC1[O:7][C:8]([CH3:29])([CH2:24][CH2:25][CH2:26][CH2:27][CH3:28])/[CH:9]=[CH:10]/[CH:11]1[CH2:13][C:12]1([C:19]([O:21]CC)=O)[C:14]([O:16][CH2:17][CH3:18])=[O:15].[CH:30](C(OCC)=O)([C:42]([O:44][CH2:45][CH3:46])=[O:43])[CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][C:37]([O:39][CH2:40][CH3:41])=[O:38]>>[C:42]([CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][C:36]1([C:37]([O:39][CH2:40][CH3:41])=[O:38])[C@@H:11]([CH:10]=[CH:9][C:8]([OH:7])([CH3:29])[CH2:24][CH2:25][CH2:26][CH2:27][CH3:28])[CH2:13][C@H:12]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[C:19]1=[O:21])([O:44][CH2:45][CH3:46])=[O:43]

Participants

3

Reactant 2

HCID 12679373Triethyl heptane-1,1,7-tricarboxylateHCID 21328862HCID 21328862, compound

Product 1

HCID 70618608HCID 70618608, compound

Procedure

For example, the use of the compound of formula 4, diethyl trans-2-{3-[(tetrahydropyran-2-yl)oxy]-3-methyl-1-octenyl}cyclopropane-1,1-dicarboxylate, described in Example 41and the compound of formula 5, triethyl heptane-1,1,7-tricarboxylate, described in Example 42, in the procedure of Example 45 gives diethyl trans-3-(6-carboethoxyhexanyl)-4-(3-hydroxy-3-methyl-1-octenyl)-2-oxo-1,3-cyclopentanedicarboxylate, γmaxfilm 3500, 1725 cm-1, nmr (CDCl3) δ 0.88 (t, 3H), 4.17 (m, 6H), 5.64 (m, 2H), via the intermediate diethyl trans-3-(6-carboethoxyhexanyl)-4-{3-[(tetrahydropyran-2-yl)oxy]-3-methyl-1-octenyl}-2-oxo-1,3-cyclopentanedicarboxylate, γmaxfilm 1730 cm-1.

Sources & evidence

ORD record
ord-a73a751dfcff4079a8978fb0cfb5f4a8
Source dataset
uspto-grants-1977_02
Patent number
US04007171

Reaction notes

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