4-Pyridinecarboxaldehyde → HCID 10438840, compound

HRID 899951Notes

Reaction equation

[NH:1]([C:14]([O:16]CC1C2C(=CC=CC=2)C2C1=CC=CC=2)=O)[C@@H:2]([C:11]([OH:13])=[O:12])[CH2:3][C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][CH:5]=1.[N:31]1[CH:36]=[CH:35][C:34]([CH:37]=O)=[CH:33][CH:32]=1.[F:39][C:40]([F:52])([F:51])[S:41]([C:44]1[CH:50]=[CH:49][C:47]([NH2:48])=[CH:46][CH:45]=1)(=[O:43])=[O:42]>>[F:39][C:40]([F:52])([F:51])[C:11]([OH:13])=[O:12].[OH:10][C:7]1[CH:6]=[CH:5][C:4]([CH2:3][C@H:2]2[N:1]([CH2:37][C:34]3[CH:35]=[CH:36][N:31]=[CH:32][CH:33]=3)[C:14](=[O:16])[N:48]([C:47]3[CH:49]=[CH:50][C:44]([S:41]([C:40]([F:52])([F:39])[F:51])(=[O:43])=[O:42])=[CH:45][CH:46]=3)[C:11]2=[O:13])=[CH:9][CH:8]=1

Participants

Reactant 3

HCID 133894-Pyridinecarboxaldehyde

HCID 1363154-Aminophenyl trifluoromethyl sulphone

HCID 6957988Fmoc-D-tyrosine

Product 1

HCID 10438840HCID 10438840, compoundYield 1.8%

Procedure

The compound is prepared from 0.05 mmol of resin, 0.15 mmol of N-Fmoc-D-Tyr(OH), 0.25 mmol of 4-pyridinecarboxaldehyde and 0.125 mmol of 4-(trifluoromethanesulfonyl)aniline, in the same way as in Example 1. After purification by preparative LC-MS, 0.7 mg of expected product is obtained.

Workup

customAfter purification by preparative LC-MS

Sources & evidence

ORD record: ord-08d13f5c5654416085b18e5bea44949f
Source dataset: uspto-grants-2008_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07354933B2

Reaction notes

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