(2S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-hydroxyphenyl)propanoic acid → Tyrosine Valine diaminoethane propionyl-maleimide

HRID 1912231

Reaction equation

HRID 1912231 reaction equation
N[C@H](C(O)=O)CC(=O)N.[NH2:10][C@H:11]([C:15]([OH:17])=[O:16])[CH:12]([CH3:14])[CH3:13].[NH2:18][CH:19]([NH2:21])[CH3:20].[C:22]([C:26]1[C:27]([NH:29][C:30](=[O:32])[CH:31]=1)=[O:28])(=[O:25])[CH2:23][CH3:24].[NH:33](C(OCC1C2C(=CC=CC=2)C2C1=CC=CC=2)=O)[C@H:34]([C:43]([OH:45])=[O:44])[CH2:35][C:36]1[CH:41]=[CH:40][C:39]([OH:42])=[CH:38][CH:37]=1>>[NH2:33][C@H:34]([C:43]([OH:45])=[O:44])[CH2:35][C:36]1[CH:37]=[CH:38][C:39]([OH:42])=[CH:40][CH:41]=1.[NH2:10][C@H:11]([C:15]([OH:17])=[O:16])[CH:12]([CH3:14])[CH3:13].[NH2:18][CH:19]([NH2:21])[CH3:20].[C:22]([C:26]1[C:27]([NH:29][C:30](=[O:32])[CH:31]=1)=[O:28])(=[O:25])[CH2:23][CH3:24]

Participants

3

Reactant 2

HCID 6957986(2S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-hydroxyphenyl)propanoic acidHCID 131731084Asparagine Valine diaminoethane propionyl-maleimide

Product 1

HCID 131731083Tyrosine Valine diaminoethane propionyl-maleimide

Procedure

AF-Tyrosine-Valine-diaminoethane-propionyl-maleimide (5d) was prepared in the same manner as 5c, using Fmoc-Tyr for AA1. Yield: 36 mg (68%) of white solid. RP-HPLC analysis: >95% at 7.8 min; ESMS m/z=1201.67 (M+H)+.

Sources & evidence

ORD record
ord-f08853bc42d44319ad12d365d6998f20
Source dataset
uspto-grants-2013_12
Patent number
US08609105B2

Linked notes

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