4-Methyl-5-(2-hydroxyethyl)thiazole → HCID 131716228, compound

HRID 329501Notes

Reaction equation

HRID 329501 reaction equation
[P:1]([O-:40])([O:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38]Br)([O:3][CH2:4][C@H:5]1[C@H:10]([O:11][C:12](=[O:31])[NH:13][CH2:14][CH2:15][CH2:16][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][CH3:30])[CH2:9][CH2:8][CH2:7][O:6]1)=[O:2].[OH:41][CH2:42][CH2:43][C:44]1[S:48][CH:47]=[N:46][C:45]=1[CH3:49]>C1(C)C=CC=CC=1>[P:1]([O-:40])([O:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][C:47]1[S:48][C:44]([CH2:43][CH2:42][OH:41])=[C:45]([CH3:49])[NH+:46]=1)([O:3][CH2:4][C@H:5]1[C@H:10]([O:11][C:12](=[O:31])[NH:13][CH2:14][CH2:15][CH2:16][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][CH3:30])[CH2:9][CH2:8][CH2:7][O:6]1)=[O:2]

Participants

4

Reactant 2

HCID 11364-Methyl-5-(2-hydroxyethyl)thiazoleHCID 131716230HCID 131716230, compound

Product 1

HCID 131716228HCID 131716228, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
80 °C

Procedure

0.88 g of dl-[trans-3-(N-heptadecylcarbamoyloxy)tetrahydropyran-2-yl]methyl 6-bromohexyl phosphate (prepared as described in the first step of Example 8f) was dissolved in 2.0 ml of toluene. The resulting solution was mixed with 2.88 ml of 5-(2-hydroxyethyl)-4-methylthiazole. The mixture was then heated on an oil bath at 80° C. for 90 hours, whilst stirring. It was then worked up as described in Example 1f, to give 0.460 g of the title compound as a powder.

Sources & evidence

ORD record
ord-c0f465e52f47401e9f655ee5e428cf66
Source dataset
uspto-grants-1990_01
Patent number
US04891363

Reaction notes

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