IpratropiuM BroMide IMpurity E

Base Information

• Chemical Name: IpratropiuM BroMide IMpurity E
• CAS No.: 183626-76-8
• Molecular Formula: C₁₉H₂₇NO₃
• Molecular Weight: 317.428
• Mol file: 183626-76-8.mol

Synonyms:

Chemical Property of IpratropiuM BroMide IMpurity E

Chemical Property:

• Boiling Point: 448.8±45.0 °C(Predicted)
• PKA: 14.12±0.10(Predicted)
• Density: 1.15±0.1 g/cm3(Predicted)

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: (S)-(1R,3r,5S)-8-Isopropyl-8-azabicyclo[3.2.1]octan-3-yl 3-Hydroxy-2-phenylpropanoate is a compound that can be synthesized from Atropine (A794630), a nerve agent that occurs naturally in plants of the nightshade family.

Technology Process of IpratropiuM BroMide IMpurity E

There total 9 articles about IpratropiuM BroMide IMpurity E 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: 64.6%

α-formylphenylacetic acid N-isopropylnortropine ester → (1R,3R,5S)-3'-hydroxy-2'-phenylpropionic acid 8-isopropyl-8-azabicyclo[3.2.1]oct-3-yl ester (22235-81-0,183626-76-8)

Guidance literature:

With potassium borohydride; In chloroform; water; at 0 - 10 ℃; for 4h; Reagent/catalyst; Temperature; Solvent;

Reference yield: 62.0%

acetone (67-64-1) + Noratropine (16839-98-8) → (1R,3R,5S)-3'-hydroxy-2'-phenylpropionic acid 8-isopropyl-8-azabicyclo[3.2.1]oct-3-yl ester (22235-81-0,183626-76-8)

Guidance literature:

With sodium cyanoborohydride; acetic acid; In methanol; at 20 ℃; for 4.5h; pH=7;

DOI:10.1071/CH05303

Reference yield:

endo-8-(1-methylethyl)-8-azabicyclo<3.2.1>octan-3-ol (3423-25-4) → (1R,3R,5S)-3'-hydroxy-2'-phenylpropionic acid 8-isopropyl-8-azabicyclo[3.2.1]oct-3-yl ester (22235-81-0,183626-76-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 4 h / 85 °C

2: 0.89 g / hydrochloric acid / CHCl₃ / 18 h

With hydrogenchloride; In chloroform;

DOI:10.1080/00397910601039119

upstream raw materials:

acetone

Noratropine

Atropine

3-acetoxy-2-phenyl-propionyl chloride

Refernces

• 1、 -. "Preparation method for ipratropium bromide". Paragraph 0040; 0041; 0042. . Retrieved 2018/11/22.
• 2、 Issa, Fatiah,Kassiou, Michael,Chan, Hak-Kim,McLeod, Malcolm D.. "Synthesis and radiolabelling of ipratropium and tiotropium for use as PET ligands in the study of inhaled drug deposition". . p. 53 - 58. Retrieved 2007/10/03.