Isopropyl iodide → HCID 67940172, compound

HRID 249109Notes

Reaction equation

HRID 249109 reaction equation
[CH2:1]1[CH2:38][O:37][C:3]([CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH3:36])([CH2:4][CH2:5][C@H:6]2[C@H:10]([O:11][CH:12]3[CH2:17][CH2:16][CH2:15][CH2:14][O:13]3)[CH2:9][C@H:8]([OH:18])[C@@H:7]2[CH2:19]/[CH:20]=[CH:21]\[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][C:27]([OH:29])=[O:28])[O:2]1.[CH2:39]1[CH2:49]CN2C(=NCCC2)C[CH2:40]1.C(I)(C)C>C(#N)C>[CH2:38]1[CH2:1][O:2][C:3]([CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH3:36])([CH2:4][CH2:5][C@H:6]2[C@H:10]([O:11][CH:12]3[CH2:17][CH2:16][CH2:15][CH2:14][O:13]3)[CH2:9][C@H:8]([OH:18])[C@@H:7]2[CH2:19]/[CH:20]=[CH:21]\[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][C:27]([O:29][CH:39]([CH3:49])[CH3:40])=[O:28])[O:37]1

Participants

5

Reactant 3

HCID 6362Isopropyl iodideHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 67635404HCID 67635404, compound

Product 1

HCID 67940172HCID 67940172, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

The compound (42) (1.68 g) was esterified in the conventional procedure with 1,8-diazabicyclo[5.4.0]-7-undecene (DBU, 0.78 ml) and isopropyl iodide (0.35 ml) in acetonitrile (15 ml). The residue was subjected to silicagel column chromatography to give the titled compound (43). Yield: 0.908 g (88%)

Sources & evidence

ORD record
ord-4623141998c94c718edaa78d914aa994
Source dataset
uspto-grants-1993_05
Patent number
US05212324

Reaction notes

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