Fmoc-Phg-OH → H-Phg MBHA Resin

HRID 1295634

Reaktionsgleichung

Reaktionsgleichung von HRID 1295634
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([NH2:15])[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:4][CH:3]=1.[CH2:16]=[CH:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.[CH2:24]=[CH:25][C:26]1[CH:31]=[CH:30][C:29]([CH:32]=[CH2:33])=[CH:28][CH:27]=1.[ClH:34].[NH:35](C(OCC1C2C(=CC=CC=2)C2C1=CC=CC=2)=O)[C@H:36]([C:43]([OH:45])=[O:44])[C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1>>[NH2:35][C@H:36]([C:43]([OH:45])=[O:44])[C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1.[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]([NH2:15])[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=2)=[CH:6][CH:7]=1.[CH2:16]=[CH:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.[CH2:24]=[CH:25][C:26]1[CH:31]=[CH:30][C:29]([CH:32]=[CH2:33])=[CH:28][CH:27]=1.[ClH:34]

Komponenten

3

Edukt 2

HCID 7269367Fmoc-Phg-OHHCID 71310119MBHA resin

Produkt 1

HCID 131726524H-Phg MBHA Resin

Versuchsvorschrift

The commercially available MBHA resin (2.6 g, 1.12 mmol/g, 2.91 mmol) was transferred to a 250 mL fritted solid phase reaction vessel equipped with a nitrogen inlet. It was then washed thoroughly with 30 ml portions of dichloromethane, methanol, dimethylformamide and dichloromethane and coupled over 18 hours to the commercially available Fmoc-Phg-OH (2.17 g, 5.82 mmol) according Procedure A with 99.82% efficiency. The resin was then subjected to Fmoc deprotection according to procedure B. A qualitative ninhydrin assay on a is small aliquot gave dark blue resin and solution, indicating a successful reaction.

Aufarbeitung

  1. customequipped with a nitrogen inlet
  2. washIt was then washed thoroughly with 30 ml portions of dichloromethane, methanol, dimethylformamide and dichloromethane

Quellen und Nachweise

ORD-Eintrag
ord-e84d44e87d544bd4bb4ed61e95b50a2d
Quelldatensatz
uspto-grants-2007_07
Patentnummer
US07244721B2

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