PNU 200577 l-mandelate salt

Base Information

• Chemical Name: PNU 200577 l-mandelate salt
• CAS No.: 156755-20-3
• Molecular Formula: C₈H₈O₃*C₂₂H₃₁NO₂
• Molecular Weight: 493.643
• Mol file: 156755-20-3.mol

Synonyms:PNU 200577 l-mandelate salt

Chemical Property of PNU 200577 l-mandelate salt

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of PNU 200577 l-mandelate salt

There total 30 articles about PNU 200577 l-mandelate salt 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: 94.0%

(S)-Mandelic acid (17199-29-0) + (R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol (207679-81-0) → PNU 200577 l-mandelate salt (156755-20-3)

Guidance literature:

In diethyl ether; isopropyl alcohol; at 25 ℃; for 2h;

Reference yield:

Cinnamic acid (621-82-9) → PNU 200577 l-mandelate salt (156755-20-3)

Guidance literature:

Multi-step reaction with 6 steps

1: sulfuric acid; acetic acid / 16 h / 100 °C

2: acetone / 2 h / 25 - 35 °C

3: boron trifluoride diethyl etherate / tetrahydrofuran / 1 h / -20 °C

4: hydrogen / 5%-palladium/activated carbon / methanol / 18 h / 25 - 35 °C / 2942.29 Torr / autoclave

5: potassium carbonate / acetone / 6 h / Reflux

6: isopropyl alcohol / 0.5 h / Reflux

With sulfuric acid; boron trifluoride diethyl etherate; hydrogen; potassium carbonate; acetic acid; 5%-palladium/activated carbon; In tetrahydrofuran; methanol; isopropyl alcohol; acetone;

Reference yield:

(+/-)-3-(2-benzyloxy-5-bromophenyl)-3-phenylpropane-1-ol → PNU 200577 l-mandelate salt (156755-20-3)

Guidance literature:

Multi-step reaction with 8 steps

1.1: dmap; triethylamine / dichloromethane / 2 h / 0 - 5 °C

2.1: acetonitrile / 32 h / 95 - 100 °C / autoclave; Inert atmosphere

3.1: isopropyl alcohol / 30 - 55 °C

4.1: sodium hydroxide; water / dichloromethane / 0.25 h / 10 - 20 °C / pH 11.5

4.2: 4 h / 25 - 55 °C / Inert atmosphere

4.3: -70 - -10 °C / Inert atmosphere

5.1: thionyl chloride / 5 h / 40 - 45 °C

6.1: sodium bis(2-methoxyethoxy)aluminium dihydride / toluene / 4 h / 0 - 5 °C / Inert atmosphere

7.1: hydrogen / 5%-palladium/activated carbon / methanol / 8 h / 25 - 30 °C / 2206.72 - 2942.29 Torr

8.1: isopropyl alcohol / 0.5 h / Reflux

With dmap; thionyl chloride; water; hydrogen; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; sodium hydroxide; 5%-palladium/activated carbon; In methanol; dichloromethane; isopropyl alcohol; toluene; acetonitrile;

upstream raw materials:

diisopropylamine

(S)-Mandelic acid

(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol

cinnamyl chloride

Downstream raw materials:

(R)-2-(3-(diisopropylamino)-1-phenylpropyl)-4-(hydroxylmethyl)phenylmethacrylate mandelate

fesoterodine

fesoterodine fumarate

isobutyric acid 2-((R)-3-diisopropylammonium-1-phenyIpropyl)-4-(hydroxymethyl)phenyl ester (R)-acetoxy(phenyl)acetate

Refernces

• 1、 -. "Process for preparation of 3-(2-hydroxy-5-substituted phenyl)-3-phenylpropylamines, intermediates for making hydroxytolterodine". . . Retrieved 2011/10/04.