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CAS No. : | 201046-59-5 | MDL No. : | MFCD00153362 |
Formula : | C35H32N2O6 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | HFKOCIWEYMAENQ-YTTGMZPUSA-N |
M.W : | 576.64 | Pubchem ID : | 13783707 |
Synonyms : |
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Chemical Name : | (S)-2,5-Bis((((9H-fluoren-9-yl)methoxy)carbonyl)amino)pentanoic acid |
Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H302-H315-H319-H335 | Packing Group: | N/A |
GHS Pictogram: |
* 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 |
---|---|---|
79% | EXAMPLE 53 Preparation of Nalpha,Ndelta-di-(9-Fluorenylmethoxycarbonyl)-L-ornithine (Compound No. 73) The reaction of 9-fluorenylmethyl chloroformate with L-ornithine according to the conditions described in example 2 provided the title product in 79% yield. 1H NMR (DMSO6): 1.42-1.80 (m, 4H), 3.00 (m, 2H), 3.94 (m, 1H), 4.20 (t, J=6.3, 2H), 4.29 (d, J=7.0, 4H), 7.28 (t, J=5.2, 1H), 7.30-7.48 (m, 8H), 7.63 (d, J=7.6, 1H), 7.67-7.73 (m, 4H), 7.88 (m, 4H), 12.50 (br s, 1H). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
General procedure: The procedure for the synthesis on Rink amide MBHA resin was identical to the synthesis on Cl-Trt resin except for the loading: Loading: The Fmoc protecting group from rink amide was removed by reaction with 20% piperidine in NMP (2 × 15 min, 5 mL each) and subsequent washing (2 × CH2Cl2, 2 × DMF, 5 mL each). Next, a preactivated solution of protected amino acid (0.78 mmol acid, 0.78 mmol, PyBOP, 2.34 mmol DIEA in 4.5 mL of DMF) was added to the resin and shaken for 2 h. The resin was washed with 2 × DMF and 2 × CH2Cl2 (3 mL each). Cleavage was performed as for Cl-Trt resin. |