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The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
Fmoc-Pra-OH is an alanine derivative, widely used in peptide synthesis.
Synonyms: Fmoc-Pra-OH
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Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
CAS No. : | 198561-07-8 |
Formula : | C20H17NO4 |
M.W : | 335.35 |
SMILES Code : | C#CC[C@H](NC(OCC1C2=C(C3=C1C=CC=C3)C=CC=C2)=O)C(O)=O |
Synonyms : |
Fmoc-Pra-OH
|
MDL No. : | MFCD01075095 |
InChI Key : | DJGMNCKHNMRKFM-SFHVURJKSA-N |
Pubchem ID : | 2734461 |
GHS Pictogram: |
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Signal Word: | Warning |
Hazard Statements: | H302-H315-H319-H335 |
Precautionary Statements: | P261-P305+P351+P338 |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; | Example 6 Peptide Syntheses and Characterization General Procedures. Coupling of Fmoc-amino acid to amine groups of acid protected amino acid was performed with 2 equiv Fmoc-Amino Acid and 2 equiv TBTU and 4 equv. DIPEA in DMF at rt. Fmoc deprotection was achieved with 20percent piperidine in DMF; Fmoc-NH-Pra-Gly-O-Bn (3). 1H NMR (300 MHz, CDCl3): delta 7.76 (d, 2 H, J = 7.5 Hz), 7.59 (d, 2 H, J= 7.5 Hz), 7.40 (q, 4 H, J= 7.5 Hz), 7.33 (m, 5 H), 5.58 (d,1 H, J = 6.6 Hz), 4.45 (d, 2 H, J = 6.8 Hz), 4.40 (m, 2 H), 4.23 (t, 1 H, J = 6.8 Hz), 4.10 (d, 2 H, J = 6.6 Hz), 2.82 (d, 1 H, J= 15.4 Hz), 2.72 (d, 1 H, J = 15.4 Hz), 2.07 (t, 1 H, J= 2.6 Hz); 13C NMR (75 MHz, CDCl3): delta 169.8, 168.2, 155.9, 143.7, 141.3, 131.0, 128.7, 128.6, 127.8, 127.1, 125.0, 120.1, 79.0, 72.0, 67.4, 67.3, 53.3, 47.1, 41.5; EIMS: calcd. for C29H27N2O5+ 483.18 Found: 483.33 (M+H)+. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; | General procedure for solid phase peptide synthesis.; MBHA resin (0.66 mmol/g, 1 eq) was pre-swollen in DMF. 20percent piperidine in DMF was added to them and the suspension was stirred at room temperature for 1 h. The resin was washed with DCM, DMF and dried. Coupling of Fmoc-amino acid to amino groups was performed with 3 equiv Fmoc-AAcid and 3 equiv TBTU, 3 equv. DIPEA in DMF.Fmoc deprotection was effected with 20percent piperidine in DMF for 2 x 30 min followed by washing of the resin six times with DMF. The resin was washed six times with the appropriate solvent between each reaction step. A small portion of the resin was subjected with TFA and detected by mass spectra. Then deprotection and coupling was performed in similar way. |