C
Disclosed are novel C 4 -carbonothioate-substituted tryptamine derivative compounds and pharmaceutical and recreational drug formulations containing the same. The pharmaceutical formulations may be used to treat brain neurological disorders.
1. A method of making a chemical compound having chemical formula (VI):
wherein the method comprises the performance of one of the chemical reactions selected from (h) and (i):
under reaction conditions sufficient to convert compound 8 or compound 15 to form compound E(VI).
2. The method according to claim 1 , wherein the concentration TBAF in chemical reaction (h) ranges from 0.1 M to 1.5 M.
3. The method according to claim 1 , wherein the concentration TBAF in chemical reaction (h) is selected from 0.75 M, 0.9 M, 1 M, 1.1M, and 1.25 M TBAF in tetrahydrofuran.
4. The method according to claim 1 , wherein the performance of chemical reaction (h) comprises: (i) adding TBAF at 0° C. to compound 8 to obtain a first reaction mixture comprising compound E(VI); (ii) adding water to the reaction mixture to obtain a second reaction mixture comprising an aqueous phase; (iii) separating the aqueous phase from the second reaction mixture; and (iv) extracting compound E(VI) with dichloromethane from the separated aqueous phase.
5. The method according to claim 1 , wherein compound 8 is formed by performing chemical reaction (g):
6. The method according to claim 5 , wherein compound 7 is formed by performing chemical reaction (f):
7. The method according to claim 6 , wherein compound 6 is formed by performing chemical reaction (e):
8. The method according to claim 7 , wherein compound 5 is formed by performing chemical reaction (d):
9. The method according to claim 8 , wherein compound 4 is formed by performing chemical reaction (c):
10. The method according to claim 9 , wherein compound 3 is formed by performing chemical reaction (b):
11. The method according to claim 10 , wherein compound 2 is formed by performing chemical reaction (a):
12. The method according to claim 1 , wherein chemical reaction (1) is performed by adding to a solution of compound 15 and potassium carbonate in dimethyl formamide (DMF) a solution of benzylchlorothioformate.
13. The method according to claim 1 , wherein chemical reaction (1) is performed at room temperature for at least 6 hours.
14. The method according to claim 1 , wherein compound 15 is formed by performing chemical reaction (k):
15. The method according to claim 14 , wherein compound 14 is formed by performing chemical reaction (j):
16. The method according to claim 14 , wherein compound 13 is formed by performing chemical reaction (z):