(S)-tert-Butyl 2-(1H-imidazol-2-yl)pyrrolidine-1-carboxylate

Base Information

• Chemical Name: (S)-tert-Butyl 2-(1H-imidazol-2-yl)pyrrolidine-1-carboxylate
• CAS No.: 1007882-58-7
• Molecular Formula: C12H19N3O2
• Molecular Weight: 237.302
• Hs Code.: 2933990090
• Mol file: 1007882-58-7.mol

Synonyms:(S)-tert-butyl 2-(1H-imidazol-2-yl)pyrrolidine-1-carboxylate;tert-Butyl (2S)-2-(1H-imidazol-2-yl)pyrrolidine-1-carboxylate;tert-Butyl (S)-2-(1H-imidazol-2-yl)pyrrolidine-1-carboxylate

Chemical Property of (S)-tert-Butyl 2-(1H-imidazol-2-yl)pyrrolidine-1-carboxylate

Chemical Property:

• Boiling Point: 422.6±38.0 °C(Predicted)
• PKA: 13.85±0.10(Predicted)
• PSA: 58.22000
• Density: 1.170±0.06 g/cm3(Predicted)
• LogP: 2.41960
• Storage Temp.: 2-8°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

(S)-tert-Butyl2-(1H-imidazol-2-yl)pyrrolidine-1-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (S)-tert-Butyl 2-(1H-imidazol-2-yl)pyrrolidine-1-carboxylate

There total 9 articles about (S)-tert-Butyl 2-(1H-imidazol-2-yl)pyrrolidine-1-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

Glyoxal (131543-46-9,107-22-2) + Boc-L-Pro-H (69610-41-9,117625-90-8) → (S)-tert-butyl 2-(1H-imidazol-2-yl)pyrrolidine-1-carboxylate (1007882-58-7,1332326-40-5)

Guidance literature:

With ammonia; In methanol; water; at 20 ℃; for 15h;

Reference yield: 82.0%

1-(tert-butoxycarbonyl)-L-proline (15761-39-4,59433-50-0) → (S)-tert-butyl 2-(1H-imidazol-2-yl)pyrrolidine-1-carboxylate (1007882-58-7,1332326-40-5)

Guidance literature:

With ammonium hydroxide; Glyoxal; In methanol; dichloromethane; water; at 20 ℃;

Reference yield: 70.0%

Glyoxal (131543-46-9,107-22-2) + N-(tert-butoxycarbonyl)-L-prolinol (69610-40-8) → (S)-tert-butyl 2-(1H-imidazol-2-yl)pyrrolidine-1-carboxylate (1007882-58-7,1332326-40-5)

Guidance literature:

N-(tert-butoxycarbonyl)-L-prolinol; With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; potassium hydrogencarbonate; potassium bromide; In dichloromethane; water; at 0 - 5 ℃; for 0.166667h; Inert atmosphere;

With sodium hypochlorite; In dichloromethane; water; at 0 - 5 ℃; for 1h; Inert atmosphere;

Glyoxal; With ammonium hydroxide; In acetonitrile; at 0 - 20 ℃; for 19h; Inert atmosphere;

DOI:10.1021/ol500971c

upstream raw materials:

Glyoxal

Boc-L-Pro-H

N-(tert-butoxycarbonyl)-L-prolinol

1-(tert-butoxycarbonyl)-L-proline

Downstream raw materials:

(S)-2-(4-bromo-1H-imidazol-2-yl)pyrrolidine-1-carboxylic acid tert-butyl ester

(S)-2-(5-bromo-1H-imidazol-2-yl)pyrrolidine-1-carboxylic acid tert-butyl ester

tert-butyl (2S)-2-(1-trityl-1H-imidazol-2-yl)pyrrolidine-1-carboxylate

C₄₄H₆₈N₆O₆Si₂

Refernces

• 1、 Yin, Jianguo,Maguire, Courtney K.,Yasuda, Nobuyoshi,Brunskill, Andrew P. J.,Klapars, Artis. "Impact of lead impurities in zinc dust on the selective reduction of a dibromoimidazole derivative". . p. 94 - 97. Retrieved 2017.
• 2、 -. "Compounds for inhibiting HCV (hepatitis C virus), pharmaceutical composition and application of compounds or pharmaceutical composition". Paragraph 0104; 0105; 0108; 0109. . Retrieved 2019/02/04.
• 3、 -. "5,5-FUSED ARYLENE OR HETEROARYLENE HEPATITIS C VIRUS INHIBITORS". Paragraph 0306; 0308. . Retrieved 2018/08/20.