6-Carboxyl-4-phenyl-3,4-dihydrocouMarin Cinchonidine

Base Information

• Chemical Name: 6-Carboxyl-4-phenyl-3,4-dihydrocouMarin Cinchonidine
• CAS No.: 380636-40-8
• Molecular Formula: C₁₆H₁₂O₄*C₁₉H₂₂N₂O
• Molecular Weight: 562.665
• Mol file: 380636-40-8.mol

Synonyms:(R)-4-phenyl-2-chromanone-6-carboxylic acid cinchonidine salt

Chemical Property of 6-Carboxyl-4-phenyl-3,4-dihydrocouMarin Cinchonidine

Chemical Property:

Purity/Quality:

6-Carboxyl-4-phenyl-3,4-dihydrocoumarinCinchonidineSalt ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: 6-Carboxyl-4-phenyl-3,4-dihydrocoumarin Cinchonidine is an intermediate in the synthesis of (R)-5-Hydroxymethyl Tolterodine Formate (H949480), a metabolite of Tolterodine (T535800), a muscarinic receptor antagonist used in the treatment of urinary incontinence.

Technology Process of 6-Carboxyl-4-phenyl-3,4-dihydrocouMarin Cinchonidine

There total 2 articles about 6-Carboxyl-4-phenyl-3,4-dihydrocouMarin Cinchonidine 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: 90.0%

(R,S)-4-phenyl-2-chromanone-6-carboxylic acid (356782-33-7) + cinchonidine (118-10-5,485-70-1,485-71-2,550-54-9,40134-63-2,72402-55-2,72402-56-3) → (R)-4-phenyl-2-chromanone-6-carboxylic acid cinchonidine salt (380636-40-8)

Guidance literature:

In butanone; at 20 ℃; for 18h; Heating / reflux;

Reference yield:

(E)-3-phenylacrylic acid (140-10-3) → (R)-4-phenyl-2-chromanone-6-carboxylic acid cinchonidine salt (380636-40-8)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuric acid; acetic acid / 18 h / 100 °C

2: butanone / 18 h / 20 °C / Heating / reflux

With sulfuric acid; acetic acid; In butanone;

Reference yield: 100.0%

(R)-4-phenyl-2-chromanone-6-carboxylic acid cinchonidine salt (380636-40-8) → (R)-4-phenyl-2-chromanone-6-carboxylic acid (380636-39-5)

Guidance literature:

With hydrogenchloride; water; In ethyl acetate; at 20 ℃; for 1h;

upstream raw materials:

(R,S)-4-phenyl-2-chromanone-6-carboxylic acid

cinchonidine

(E)-3-phenylacrylic acid

Downstream raw materials:

(R)-4-phenyl-2-chromanone-6-carboxylic acid

methyl (R)-2-oxo-4-phenylchromane-6-carboxylate

(R)-4-phenyl-2-chromanone-6-carbonyl chloride

(R)-6-hydroxymethyl-4-phenylchroman-2-(RS)-ol

Refernces