In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, tert-Butyl 2-iodoacetate, other downstream synthetic routes, hurry up and to see.
Reference of 49827-15-8, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 49827-15-8, name is tert-Butyl 2-iodoacetate belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.
To a stirred solution of 44 (3.8 g, 1.83 mmol) in anhydrous THF 60 mL under Argon was added NaHMDS (2.2 mL 2.2 mmol, pre-cooled to -78° C.) in THF 30 mL slowly at -78° C. via cannula and the mixture was stirred for 2 min. at -78° C. ICH2CO2tBu (2.35 g, 9.713 mmol) in THF 10 mL was added slowly to the above mixture at -78° C. The dry ice/acetone bath was removed and the stirring was continued for 30 minutes and was poured into NH4Cl aq. solution. The extractive work-up with EA and purification by column chromatography gave 45-1 (upper spot on TLC plate) and 45-2 (lower spot on TLC plate) as two diastereomers about 1:1 mixture (2.9 g, 61percent, combined yield) as yellow oil. 1H NMR (45-1, CDCl3) 7.28-7.22 (9H, m), 6.08 (1H, m), 5.20-5.16 (2H, m), 4.92 (1H, dd, J=2.4 and 8.4 Hz), 4.78 (1H, m), 4.17 (1H, t, J=8.6 Hz), 3.95 (1 H, dd, J=2.7 and 8.8 Hz), 3.35 (1H, t, J=10.0 Hz), 3.15-2.98 (2H, m), 2.75 (1H, dd, J=11.5 and 17.6 Hz), 2.61 (1H, dd, J=3.7 and 17.2 Hz), 1.51 (9H, s), 1.41 (3H, d, J=13.7 Hz), 1.30 (9H, s). 1H NMR (45-2, CDCl3) 7.34-7.15 (9H, m), 6.07 (1H, m), 5.19-5.15 (2 H, m), 4.87 (1H, m), 4.78 (1H, m), 4.05 (1H, t, J=8.4 Hz), 3.96 (1H, m), 3.38 (1H, t, J=9.4 Hz), 3.3.15-3.00 (2H, m), 2.74 (1H, dd, J=11.2 and 17.2 Hz), 2.57 (1H, dd, J=3.9 and 17.4 Hz), 1.51 (9H, s), 1.38 (3H, d, J=13.7 Hz), 1.30 (9H, s).
In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, tert-Butyl 2-iodoacetate, other downstream synthetic routes, hurry up and to see.