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CAS No. : | 32854-09-4 | MDL No. : | MFCD00012490 |
Formula : | C8H18Cl2N2O4S2 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | - |
M.W : | 341.28 | Pubchem ID : | - |
Synonyms : |
Dimethyl 3,3'-disulfanediyl(2R,2'R)-bis(2-aminopropanoate) dihydrochloride
|
Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | 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 |
---|---|---|
35% | With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; triethylamine; In dichloromethane;Inert atmosphere; | A solution of 7a (177 mg, 1.17 mmol), pyBOP (582 mg,1.17 mmol), and Et3N (179 mL, 1.28 mmol) in DCM (5 mL) was stirred for 15 min to which was added L-cystine dimethyl ester dihydrochloride (200 mg, 0.586 mmol). The mixture was stirred overnight under an inert atmosphere. The mixture was concentrated under vacuum, and taken up in EtOAc (10 mL). Theo rganic layer was was hed with H2O (10mL), NaHCO3 (10 mL), brine (10 mL), dried over MgSO4, filtered, and concentratedunder vacuum. The product was purified using column chromatography with EtOAc-petroleum eluent, which afforded the title compound as awhite amorphous solid (300 mg, 35% yield). H (400MHz, CDCl3) 7.70 (d,J7.6, 1H), 7.45 (td,J7.7, 1.6,1H), 7.40 -7.07 (m, 4H), 5.02 (s, 1H), 3.76 (s, 3H), 3.29 (m,2H), 3.19 (s, 3H), 1.33 (s, 9H). C (100MHz, CDCl3) 170.5, 141.4,131.7, 129.5, 128.1, 127.3, 80.8, 52.8, 51.9, 40.5, 29.7, 28.2. HRMS (ESI) m/z757.2507; calcd for C34H46N4O10S2Na [MNa] 757.2548. nmax/cm13337, 2960, 1743, 1664, 1152, 730 |