The important role of (9H-Fluoren-9-yl)methyl 1H-benzo[d][1,2,3]triazol-1-yl carbonate

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.

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. 82911-71-5, name is (9H-Fluoren-9-yl)methyl 1H-benzo[d][1,2,3]triazol-1-yl carbonate, A new synthetic method of this compound is introduced below., 82911-71-5

4-[Bis(tert-butyl)phosphonomethyl]-N-Fmoc-DL-phenylalanine (Compound No. 4) A solution of amine compound No. 3 (770 mg, 1.93 mmol) in dioxane (10 mL) is stirred at room temperature 20 min) with aqueous 1 N NaOH (10 mL, 10 mmol, 5 equiv.). Carbon dioxide is then bubbled in (resulting pH 8.0-8.5) and Fmoc-OBT (857 mg. 2.40 mmol, 1.2 equiv) is added as a suspension in dioxane (3*10 mL) and stirred overnight at ambient temperature. The reaction mixture is partitioned between cold aqueous 5% citric acid (200 mL) and CHCl3 (3*100 mL); the combined organic is washed with cold 5% citric acid (1*100 mL); brine (1*200 mL); dried (MgSO4) and taken to dryness, yielding a light yellow resin (1.92g). The resin is taken up in CHCl3 and filtered through a silica pad. Unreacted Fmoc-OBT and faster impurities are removed with CHCl3 (5*100 mL) with product then being eluted (8*100 mL) with 1% EtOH in CHCl3 and taken to dryness, providing a foam (953 mg) which is dissolved in Et2 O (5 mL) and cooled with petroleum ether (20 mL) to yield compound No. 4 as a white powder: 835 mg (73%); mp 65-70 C. (gas, dec.).

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:
Patent; The United States of America as represented by the Secretary of the Department of Health and Human Services; US5264607; (1993); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics