8-(benzoylamino)octanoic acid → HCID 22854591, compound

HRID 1647563Notes

Reaction equation

HRID 1647563 reaction equation
[C:1]([NH:16][C@@H:17]1[C@@H:46]([OH:47])[C@H:45]([OH:48])[C@@H:44]([CH2:49][OH:50])[O:43][C@@H:18]1[O:19][CH:20]([CH2:32][C:33]([O:35][CH2:36][C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1)=[O:34])[CH2:21][C:22]([O:24][CH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)=[O:23])(=[O:15])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14].[C:51]([NH:59][CH2:60][CH2:61][CH2:62][CH2:63][CH2:64][CH2:65][CH2:66][C:67](O)=[O:68])(=[O:58])[C:52]1[CH:57]=[CH:56][CH:55]=[CH:54][CH:53]=1>>[C:51]([NH:59][CH2:60][CH2:61][CH2:62][CH2:63][CH2:64][CH2:65][CH2:66][C:67]([O:47][C@H:46]1[C@H:45]([OH:48])[C@@H:44]([CH2:49][OH:50])[O:43][C@H:18]([O:19][CH:20]([CH2:21][C:22]([O:24][CH2:25][C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=2)=[O:23])[CH2:32][C:33]([O:35][CH2:36][C:37]2[CH:38]=[CH:39][CH:40]=[CH:41][CH:42]=2)=[O:34])[C@@H:17]1[NH:16][C:1](=[O:15])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14])=[O:68])(=[O:58])[C:52]1[CH:57]=[CH:56][CH:55]=[CH:54][CH:53]=1

Participants

3

Reactant 2

HCID 2308398-(benzoylamino)octanoic acidHCID 15125697HCID 15125697, compound

Product 1

HCID 22854591HCID 22854591, compound

Procedure

In the same manner as in Example 8, Step 4, 2-benzyloxycarbonyl-1-(benzyloxycarbonylmethyl)ethyl 2-deoxy-2-tetradecanoylamino-α-D-glucopyranoside was once protected with an isopropylidene group and then reacted with 8-benzoylaminooctanoic acid, followed by removal of the isopropylidene group to obtain the titled compound as a colorless oily substance.

Workup

  1. customfollowed by removal of the isopropylidene group

Sources & evidence

ORD record
ord-eb9573fc0cd04862946b3c6712d052b6
Source dataset
uspto-grants-1995_07
Patent number
US05432267

Reaction notes

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