I did the deprotection with these mild conditions, 10% piperidine in DMF and 2 % DBU in DMF and I couldnt see my mass by LC/MS...so I guess that side reactions happen during the deprotection. I doubt you will see your mass in the MS as the azide group is labile under the conditio...
Stronger deprotection reagents like DBU and DBN with a higher pK_a than piperidine are used for difficult Fmoc-cleavage. These class of reagents are not able to react with the dibenzofulvene and are not eliminating the DBF out of the reaction equilibrium. Smoother reagents with a lower pK_a ...
I suggest you try 1eq. DBU att 0°C. Its a poor nuchleophile and strong base. Also run in a NMR-tube, you will get signals from DBU but the double-bond should be visible and the deprotection possible to monitor. Logged Print
4. Add 2% DBU solution (approximately 10 mL/g of resin). 5. Shake at room temperature for 5 minutes. Filter immediately. 6. Wash the resin several times with DMF or NMP. Fmoc Amino Acids Deprotection with 1% DBU, 20% Piperidine For difficult deprotections: 1% DBU, 20% Piperidine Fmoc ...
去FMOC方法研究（转载）去FMOC⽅法研究（转载）The electron withdrawing fluorene ring system of the 9-fluorenyl-methyloxycarbonyl (Fmoc) group renders the lone hydrogen on the β-carbon very acidic and, therefore, susceptible to removal by weak bases (1, 2). Following the abstraction of this ...
and has important reference value for the research on the synthesis and deprotection of polypeptides.%Fmoc是一种常用的氨基保护基,传统的脱除方法是通过加入二级胺与之作用来实现.针对方法中存在的成本较高、使用的过量二级胺不易回收以及污染环境等缺点,建立了利用新型无机碱纳米碳酸钾非均相脱除Fmoc保护基的新...
Table 1 Removal of the Fmoc Group Compound Base Solvent Time, min 240 240 240 1 120 240 0.1 Deprotection, % Reference Fmoc-Gly-PS Fmoc-Gly-PS Fmoc-Gly-PS Fmoc-Val Fmoc-Ala-OtBu Fmoc-Gly-PS Fmoc-Val Fmoc-Gly-HMP-PS Fmoc-Ala-OtBu Fmoc-Val Fmoc-Ala-OtBu 10% Morpholine 10% ...
A glycosylated pentapeptide as synthesized using 50%morpholine, 10%, piperidine or 2% DBU, respectively, in DMF for deprotection. The dehydropentapeptide Nα-.Ac-Thr-Thr-δAba-Val-Thr-NH2, which would be formed in the case of β-elimination, was prepared independently and used as a control ...
(18). Table 1 Removal of the Fmoc Group Compound Base Solvent Time, min Deprotection, % Reference Fmoc-Gly-PS 10% Morpholine DCM 240 18 a 6 Fmoc-Gly-PS 10% Morpholine DMF 240 75 a 6 Fmoc-Gly-PS 50% Morpholine DCM 240 100 a 6 Fmoc-Val 50% Morpholine DMF 1 50 b 7 Fmoc-Ala-...
Improved Fmoc-Solid Phase Synthesis of β-Amyloid Peptides Using DBU as Nα-Deprotection ReagentAlzeheimer's Disease (AD) is the most common form of dementia affecting society today. It is a neurodegenerative disease, the histopathological features of which include extracellular deposition of amyloid...