Dicyclohexylcarbodiimide → HCID 53890812, compound

HRID 1282848Notes

Reaction equation

HRID 1282848 reaction equation
[CH3:1][C:2]1([CH3:36])[C:7]2[S:8][CH2:9][CH2:10][C:6]=2[C:5]2[C:11]([OH:35])=[CH:12][C:13]([CH:15]([CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH3:34])[CH3:16])=[CH:14][C:4]=2[O:3]1.C(O)(=O)C.[S:41]1[CH2:46][CH2:45][N:44]([CH2:47][CH2:48][CH2:49][C:50](O)=[O:51])[CH2:43][CH2:42]1.C1(N=C=NC2CCCCC2)CCCCC1>>[CH3:36][C:2]1([CH3:1])[C:7]2[S:8][CH2:9][CH2:10][C:6]=2[C:5]2[C:11]([O:35][C:50](=[O:51])[CH2:49][CH2:48][CH2:47][N:44]3[CH2:43][CH2:42][S:41][CH2:46][CH2:45]3)=[CH:12][C:13]([CH:15]([CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH3:34])[CH3:16])=[CH:14][C:4]=2[O:3]1

Participants

4

Reactant 3

HCID 10868DicyclohexylcarbodiimideHCID 21433904HCID 21433904, compoundHCID 131710292HCID 131710292, compound

Product 1

HCID 53890812HCID 53890812, compound

Procedure

1,2-Dihydro-7-(2-eicosyl)-9-hydroxy-4-oxo-4H-thieno[2,3-c] [1]benzopyran is reacted with methyl magnesium bromide according to the procedure described hereinabove in Example 8 to give 1,2-dihydro-4,4-dimethyl-7-(2-eicosyl)-9-hydroxy-4H-thieno[2,3-c] [1]benzopyran. The benzopyran is then reacted with γ-thiomorpholinobutyric acid, acetate salt and dicyclohexylcarbodiimide according to the method of Example 10 to yield the desired ester.

Sources & evidence

ORD record
ord-a780b9af387f4323bdbef77ec5ffe94b
Source dataset
uspto-grants-1976_08
Patent number
US03972880

Reaction notes

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