Ethyl 5-bromovalerate → HCID 54386661, compound

HRID 1902504Notes

Reaction equation

HRID 1902504 reaction equation
[C@@H:1]1([C:12]2[C:13](=O)OC3C(C=2)=CC=CC=3)[O:9][C@H:8]([CH2:10][OH:11])[C@H:6]([OH:7])[C@H:4]([OH:5])[C@H:2]1[OH:3].[CH3:23][CH2:24][C:25]1([C:34]2[CH:35]=[CH:36][CH:37]=[CH:38][CH:39]=2)[C:32](=[O:33])[NH:31][C:29](=[O:30])[NH:28][C:26]1=[O:27].Br[CH2:41][CH2:42][CH2:43][CH2:44][C:45]([O:47][CH2:48][CH3:49])=[O:46]>>[C@@H:1]1([C:12]2[CH:49]=[C:48]3[C:42]([CH:43]=[C:44]([C:29]([NH:28][CH2:26][CH2:25][CH2:23][CH2:24][C:25]4([C:34]5[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=5)[C:32](=[O:33])[NH:31][C:29](=[O:30])[NH:28][C:26]4=[O:27])=[O:30])[C:45](=[O:46])[O:47]3)=[CH:41][CH:13]=2)[O:9][C@H:8]([CH2:10][OH:11])[C@H:6]([OH:7])[C@H:4]([OH:5])[C@H:2]1[OH:3]

Participants

3

Reactant 2

HCID 84580Ethyl 5-bromovalerateHCID 86738676HCID 86738676, compound

Product 1

HCID 54386661HCID 54386661, compound

Procedure

The above-described synthesis of the β-galactosylcoumarin-phenobarbital conjugate (n=4) can be modified to yield label conjugates wherein n=2 through 6 by replacing the starting material ethyl 5-bromopentanoate with the appropriate ethyl ω-bromoalkanoate as follows:

Workup

  1. customto yield label conjugates wherein n=2 through 6

Sources & evidence

ORD record
ord-7b51997c99f846069c065545cc810185
Source dataset
uspto-grants-1982_12
Patent number
US04363874

Reaction notes

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