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CAS No. : | 41840-28-2 | MDL No. : | MFCD00006080 |
Formula : | C11H16N2O2S | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | POTDIELOEHTPJN-UHFFFAOYSA-N |
M.W : | 240.32 | Pubchem ID : | 148428 |
Synonyms : |
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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 |
---|---|---|
685 mg (68.7%) | With triethanolamine; In diethyl ether; ethanol; water; acetonitrile; | EXAMPLE 26 Production of Boc-Tyr-Gly-Gly-Phe-Met-OH In 5 ml of 50% aqueous acetonitrile were dissolved 900 mg of <strong>[58569-55-4]H-Tyr-Gly-Gly-Phe-Met-OH</strong>. To the solution was added 0.52 ml of TEA. The mixture was cooled with ice, to which were added 720 mg of Boc-SDP, followed by stirring for 15 hours. The solvent was distilled off. The residue was dissolved in 10 ml of water, and the solution was washed with AcOEt. The aqueous layer was concentrated. To the residue were added 2 ml each of acetic acid and 80% EtOH. The mixtue was placed on a column (3*48 cm) of Sephadex LH-20. Elution was conducted with 80% EtOH, and fractions of 200 to 235 ml were collected and concentrated. The concentrate was dissolved in 30 ml of water and the solution was acidified with AcOH, which was then subjected to extraction with AcOEt. The extract was washed with water and dried over anhydrous sodium sulfate. The solvent was distilled off, and to the residue was added diethyl ether. The resulting powdery product was recovered by filtration and recrystallized from AcOEt. Yield 685 mg (68.7%); m.p. 159-160 C. (decomp.); [alpha]D24 -16.8 (c=0.94, DMF); Rf1 =0.21, Rf2 =0.68, Rf3 =0.41. Elemental analysis, for C32 H43 O9 N5 S: Calcd.: C, 57.04; H, 6.43; N, 10.40; S, 4.76; Found: C, 56.58; H, 6.47; N, 10.25; S, 4.76 |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
71% | In 1,4-dioxane; at 20℃; for 2h; | N,N′ -bis(3-aminoethyl)methylamine (8.9 mL, 69 mmol) was dissolvedin 1,4-dioxane (40 mL) and S-Boc-2-mercapto-4,6-dimethylpyrimidine(4.2 g, 17 mmol) in dioxane (80 mL) was added dropwise to thissolution. The precipitate that formed during the dropwise addition wastaken up in a small amount of water. After stirring for 2 h, the water wasevaporated under reduced pressure. A saturated saline solution (200mL) was added to the residue, followed by extraction with ethyl acetate(50 mL). The organic phase was dried over anhydrous MgSO4 andevaporated under reduced pressure to give 5 as a yellow viscous oil(yield 2.7 g, 12 mmol, 71% yield). MALDI-TOF-MS (positive mode,α-CHCA) m/z = 217.73 (calculated value of C10H23N3O2 + H+ =218.32) (Fig. S5); 1H NMR (500 MHz, CDCl3): δ = 1.44 (9H, s, t-Bu), 1.96(2H, s, NH2CH2), 2.22 (3H, s, CH2N(CH3)CH2), 2.43 (4H, m,NH2CH2CH2N(CH3)CH2CH2NHCO), 2.77 (2H, t, J = 6.0 Hz, NH2CH2),3.20 (2H, d, J = 5.4 Hz, CH2NHCO), and 5.12 (1H, br, CH2NHCO) ppm(Fig. S6). HRMS (EI+) m/z [M]+ Calcd for C10H24N3O2 218.18685,found 218.18729. |