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CAS No. : | 89889-51-0 | MDL No. : | MFCD06796002 |
Formula : | C22H38N4O5S | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | SRKRKWYAHKIBEW-FIKGOQFSSA-N |
M.W : | 470.63 | Pubchem ID : | 22851428 |
Synonyms : |
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Chemical Name : | 6-(6-(5-((3aS,4S,6aR)-2-Oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamido)hexanamido)hexanoic 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 |
---|---|---|
25% | With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dimethyl sulfoxide; N,N-dimethyl-formamide; at 20℃; | To a solution of d-biotin-Acp-Acp-OH (54 mg, 0.114 mmol) in DMF/DMSO (5 mL) were added HOBt·H2O (16 mg, 0.114 mmol), EDC·HCl (22 mg, 0.114 mmol), and 3-azido propylamine (23 mg, 0.228 mol), and the mixture was stirred at room temperature overnight. The resultant precipitates were collected and washed with EtOAc. The precipitate was then purified by preparative HPLC (with a linear gradient of 10-60% CH3CN in 0.1% aq TFA over 40 min) to give a white powder of compound 20 (16 mg, 25%). 1H NMR (600 MHz, DMSO-d6) δ 1.18-1.38 (m, 10H), 1.42-1.54 (m, 7H), 1.58-1.65 (m, 3H), 2.00-2.04 (m, 6H), 2.57 (d, 1H, J = 12 Hz), 2.82 (dd, 1H, J = 5.0, 12 Hz), 2.99 (q, 4H, J = 6.0 Hz), 3.07-3.11 (m, 3H), 3.32-3.37 (m, 2H, overlapping with H2O), 4.11-4.13 (m, 1H), 4.30 (dd, 1H, J = 5.0, 7.7 Hz), 6.36 (s, 1H), 6.42 (s, 1H), 7.71 (t, 1H, J = 5.0 Hz), 7.74 (t, 1H, J = 5.0 Hz), 7.83 (t, 1H, J = 5.0 Hz); HRMS (ESI): m/z 553.3287 (M+H+) (calcd for C25H45N8O4S: 553.3284). |