Application of tert-Butyl (4-(hydroxymethyl)phenyl)carbamate

According to the analysis of related databases, 144072-29-7, the application of this compound in the production field has become more and more popular.

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 144072-29-7 as follows. HPLC of Formula: C12H17NO3

To a solution of 31 (8.2 g, 36.7 mmol) in DCM (150 mL) were added TEA (11.1 g, 110 mmol) and MsCl (6.3 g, 55.1 mmol) at 0 C. The mixture was stirred at rt for 3 h, and quenched with water (80 mL), the aqueous layer was extracted with DCM (100 mL × 2), dried over Na2SO4, and concentrated under vacuum to yield crude 32 (7.5 g, 68%) as a yellow oil. This product was used in the following reaction without further purification

According to the analysis of related databases, 144072-29-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Fujimoto, Jun; Hirayama, Takaharu; Hirata, Yasuhiro; Hikichi, Yukiko; Murai, Saomi; Hasegawa, Maki; Hasegawa, Yuka; Yonemori, Kazuko; Hata, Akito; Aoyama, Kazunobu; Cary, Douglas R.; Bioorganic and Medicinal Chemistry; vol. 25; 12; (2017); p. 3018 – 3033;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Simple exploration of 144072-29-7

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route tert-Butyl (4-(hydroxymethyl)phenyl)carbamate, its application will become more common.

Synthetic Route of 144072-29-7,Some common heterocyclic compound, 144072-29-7, name is tert-Butyl (4-(hydroxymethyl)phenyl)carbamate, molecular formula is C12H17NO3, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

b) 4-Aminobenzyl N-(4-(4-amino-7-tetrahydro-2H-4-pyranyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-2-methoxyphenyl)carbamate. Phenyl N-[4-(4-amino-7-tetrahydro-2H-4-pyranyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-2-methoxyphenyl]carbamate (51 mg, 0.111 mmol) was mixed with tert-butyl N-(4-(hydroxymethyl)phenyl)carbamate (119 mg, 0.533) in pyridine (0.8 mL). The reaction mixture was heated at 100 C. overnight. The solvent was removed and the residue was purified by preparative reverse phase LC/MS to give 4-aminobenzyl N-(4-(4-amino-7-tetrahydro-2H-4-pyranyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-2-methoxyphenyl)carbamate (9 mg, 0.015 mmol). 1H NMR (CDCl-d) delta1.52(s, 1H), 2.08(m, 4H), 3.65 (m, 2H), 3.90 (s, 3H), 4.14(m, 2H), 4.97 (m, 1H), 5.17 (s, 2H), 5.37(bs, 1H), 6.55 (s, 1H), 6.95 (s, 1H), 7.03 (s, 1H), 7.06 (m, 1H), 7.31(s, 1H), 7.38 (m, 3H), 8.16 (bs, 1H), 8.30 (s, 1H). LC/MS: MH+589.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route tert-Butyl (4-(hydroxymethyl)phenyl)carbamate, its application will become more common.

Reference:
Patent; Hirst, Gavin C.; Calderwood, David; Munschauer, Rainer; Arnold, Lee D.; Johnston, David N.; Rafferty, Paul; US2003/153752; (2003); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics