Category: 167479-01-8

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 167479-01-8, name is tert-Butyl (3-iodopropyl)carbamate, A new synthetic method of this compound is introduced below., COA of Formula: C8H16INO2

Tripyrrole 1a (50.4 mg, 0.102 mmol) was added to a suspension of dry K2CO3 (210 mg, 1.52 mmol) in 3 mL of dry acetone and DMF (0.5 mL). tert-Butyl (3-iodopropyl)carbamate (173.8 mg, 0.610 mmol) was added, and the resulting mixture was refluxed for 8 h. The solid was removed by filtration through Celite, the filtrate was concentrated, and the resulting residue was purified by RP-HPLC (H2O/CH3CN) to give an amorphous pale-brown solid (25 mg, 38%). 1H NMR (400 MHz, CD3OD) delta (ppm): 7.31-6.85 (m, 6H); 4.29 (m, 2H); 3.91 (s, 3H); 3.69 (s, 3H); 3.35 (m, 2H); 2.78 (m, 2H); 2.54 (m, 2H); 2.40 (m, 2H); 2.34 (s, 6H); 1.80 (s, 3H); 1.42 (m, 2H); 1.04 (s, 9H). 13C NMR (100.6 MHz, CD3OD) delta (ppm): 173.3 (C); 167.2 (C); 164.4 (C); 163.7 (C); 150.8 (CH); 136.1 (C); 135.6 (C); 126.2 (C); 126.1(C); 120.4 (CH); 109.6 (CH); 109.1 (CH); 107.9 (CH); 107.6 (CH); 79.8 (C); 61.2 (CH2); 48.2 (CH2); 47.6 (CH3); 41.0 (CH3); 39.8 (CH2); 39.7 (CH3); 37.2 (CH3); 31.6 (CH2); 31.1 (CH3); 28.2 (CH3); 25.8 (CH2). MS (ESI): [MH]+ calcd for C32H48N9O6=654.7, found: m/z 654.3.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Article; Jimenez-Balsa, Adrian; Dodero, Veronica I.; Mascarenas, Jose L.; Tetrahedron; vol. 69; 36; (2013); p. 7847 – 7853;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 167479-01-8 as follows. COA of Formula: C8H16INO2

(25) Synthesis of methyl 1-(3-tert-butoxycarbonylaminopropyl)-2-indolecarboxylate: The reaction was carried out in a manner similar to Reference Example 5 except for using 5.00 g (28.5 mmol) of methyl 2-indolecarboxylate, 1.26 g (31.4 mmol) of 60% sodium hydroxide, 12.3 g (43.2 mmol) of tert-butyl N-(3-iodopropyl)carbamate (prepared from 3-iodopropyl-amine and di-tert-butyl dicarbonate) and 60 ml of dimethylformamide. Thus, 2.54 g (27%) of methyl 1-(3-tert-butoxycarbonylaminopropyl)-2-indolecarboxylate was obtained. 1H NMR (CDCl3) delta: 1.45 (9H, 8), 1.90-2.10 (2H, m), 3.00-3.20 (2H, m), 3.91 (3H, s), 4.62 (2H, t, J=6.9 Hz), 4.98 (1H, br-s), 7.06-7.20 (1H, m), 7.28-7.44 (3H, m), 7.68 (1H, d, J=7.3 Hz).

According to the analysis of related databases, 167479-01-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Sumitomo Pharmaceutical Co., Ltd.; US6169107; (2001); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com