ChemicalBook CAS DataBase List N-Cbz-L-histidine

N-Cbz-L-histidine synthesis

10synthesis methods

Product Name:N-Cbz-L-histidine
CAS Number:14997-58-1
Molecular formula:C14H15N3O4
Molecular Weight:289.29

35016-67-2 Synthesis

35016-67-2
15 suppliers
$35.00/1g

14997-58-1
202 suppliers
$11.00/1g

Yield:14997-58-1 246 g

Reaction Conditions:

with ammonia in dichloromethane at 15 - 38; for 6 h;

Steps:

1-5

The dichloromethane solution of the above bis-CBZ-L-histidine, Cool down to about 15°C, start to pass ammonia gas, and control the temperature of the system to not exceed 30°C. Until the ammonia is saturated. The temperature is raised to reflux, the internal temperature is controlled at about 38°C, and the reaction is carried out for 6 hours. During this time, a white solid will precipitate in the system. After the reaction is over, filter with suction, and the filter cake is to be post-processed. The filtrate is concentrated to dryness, and 2L of petroleum ether is added to make a slurry for 1 hour. The by-product benzyl carbamate is obtained, 129g is obtained after drying, The HPLC content is 98.5%, and the melting point is 85-87°C. The filter cake is recrystallized with 1L isopropanol and cooled to about 10. Suction filtration, vacuum drying, to obtain 246 g of white powdery solid, The total molar yield of the two steps is 75.4%, and the titration content is 100.2%.

References:

CN112898204,2021,A Location in patent:Paragraph 0047; 0055; 0058-0063; 0067-0071; 0074-0079