4-Quinolinecarboxaldehyde → HCID 87565645, compound

HRID 1169647Notes

Reaction equation

HRID 1169647 reaction equation
[NH:1]([C:9](OCC1C2C(=CC=CC=2)C2C1=CC=CC=2)=[O:10])[C@@H:2]([C:6]([OH:8])=[O:7])[C@H:3]([CH3:5])[OH:4].[N:26]1[C:35]2[C:30](=[CH:31][CH:32]=[CH:33][CH:34]=2)[C:29]([CH:36]=O)=[CH:28][CH:27]=1.[F:38][C:39]([F:51])([F:50])[S:40]([C:43]1[CH:49]=[CH:48][C:46]([NH2:47])=[CH:45][CH:44]=1)(=[O:42])=[O:41]>>[F:38][C:39]([F:51])([F:50])[C:6]([OH:8])=[O:7].[OH:4][CH:3]([C@H:2]1[N:1]([CH2:36][C:29]2[C:30]3[C:35](=[CH:34][CH:33]=[CH:32][CH:31]=3)[N:26]=[CH:27][CH:28]=2)[C:9](=[O:10])[N:47]([C:46]2[CH:48]=[CH:49][C:43]([S:40]([C:39]([F:50])([F:38])[F:51])(=[O:41])=[O:42])=[CH:44][CH:45]=2)[C:6]1=[O:7])[CH3:5]

Participants

4

Reactant 3

HCID 780724-QuinolinecarboxaldehydeHCID 1363154-Aminophenyl trifluoromethyl sulphoneHCID 6992532Fmoc-D-threonine

Product 1

HCID 87565645HCID 87565645, compound

Procedure

The compound is prepared from 0.05 mmol of resin, 0.15 mmol of N-Fmoc-D-Thr(OH), 0.25 mmol of 4-quinolinecarboxaldehyde and 0.125 mmol of 4-(trifluoromethanesulfonyl)aniline, in the same way as in Example 1. After purification by preparative LC-MS, 3.4 mg of expected product are obtained.

Workup

  1. customAfter purification by preparative LC-MS, 3.4 mg of expected product
  2. customare obtained

Sources & evidence

ORD record
ord-198e551fb6a14e4d89a1c890e508c03e
Source dataset
uspto-grants-2010_11
Patent number
US07825115B2

Reaction notes

Loading…