Desfesoterodine fumarate

Base Information

• Chemical Name: Desfesoterodine fumarate
• CAS No.: 380636-50-0
• Molecular Formula: C22H31NO2.C4H4O4
• Molecular Weight: 457.567
• UNII: 607O3D83YQ
• Wikidata: Q27263186
• Mol file: 380636-50-0.mol

Synonyms:Desfesoterodine fumarate;PNU-200577 fumarate;5-Hydroxymethyltolterodine fumarate;UNII-607O3D83YQ;607O3D83YQ;(+)-N,N-Diisopropyl-3-(2-hydroxy-5-hydroxymethylphenyl)-3-phenylpropylamine fumarate;380636-50-0;380636-50-0 (fumarate);Benzenemethanol, 3-((1R)-3-(bis(1-methylethyl)amino)-1-phenylpropyl)-4-hydroxy-, (2E)-2-butenedioate (1:1) (salt);SCHEMBL14696972;AKOS025401643;DESFESOTERODINE FUMARATE [WHO-DD];AC-23942;Q27263186;(E)-but-2-enedioic acid;2-[(1R)-3-[di(propan-2-yl)amino]-1-phenylpropyl]-4-(hydroxymethyl)phenol

Chemical Property of Desfesoterodine fumarate

Chemical Property:

• PSA: 118.30000
• LogP: 4.23710
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 10
• Exact Mass: 457.24643784
• Heavy Atom Count: 33
• Complexity: 476

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)N(CCC(C1=CC=CC=C1)C2=C(C=CC(=C2)CO)O)C(C)C.C(=CC(=O)O)C(=O)O
• Isomeric SMILES: CC(C)N(CC[C@H](C1=CC=CC=C1)C2=C(C=CC(=C2)CO)O)C(C)C.C(=C/C(=O)O)\C(=O)O

Technology Process of Desfesoterodine fumarate

There total 5 articles about Desfesoterodine fumarate 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: 100.0%

(2E)-but-2-enedioic acid (110-17-8,26099-09-2) + (R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol (207679-81-0) → (R)-5-hydroxymethyl tolterodine fumarate salt (380636-50-0)

Guidance literature:

In acetone; at 20 ℃; for 0.5h;

Reference yield:

(R)-3-(2-(allyloxy)-5-methylphenyl)-N,N-diisopropyl-3-phenylpropan-1-amine → (R)-5-hydroxymethyl tolterodine fumarate salt (380636-50-0)

Guidance literature:

Multi-step reaction with 4 steps

1: copper(II) sulfate; sodium persulfate / dimethyl sulfoxide; acetonitrile; water / Reflux

2: lithium aluminium tetrahydride / tetrahydrofuran / 1.5 h / 25 - 35 °C

3: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium tetrahydroborate / methanol / 2 h / 25 - 30 °C

4: acetone / 1 h / 25 - 30 °C

With sodium tetrahydroborate; sodium persulfate; lithium aluminium tetrahydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(II) sulfate; In tetrahydrofuran; methanol; water; dimethyl sulfoxide; acetone; acetonitrile;

Reference yield:

(R)-(+)-tolterodine (124937-51-5,124937-53-7) → (R)-5-hydroxymethyl tolterodine fumarate salt (380636-50-0)

Guidance literature:

Multi-step reaction with 5 steps

1: potassium hydroxide / dimethyl sulfoxide / 25 - 30 °C

2: copper(II) sulfate; sodium persulfate / dimethyl sulfoxide; acetonitrile; water / Reflux

3: lithium aluminium tetrahydride / tetrahydrofuran / 1.5 h / 25 - 35 °C

4: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium tetrahydroborate / methanol / 2 h / 25 - 30 °C

5: acetone / 1 h / 25 - 30 °C

With sodium tetrahydroborate; sodium persulfate; lithium aluminium tetrahydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(II) sulfate; potassium hydroxide; In tetrahydrofuran; methanol; water; dimethyl sulfoxide; acetone; acetonitrile;

upstream raw materials:

(2E)-but-2-enedioic acid

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

tolterodine tartrate

(R)-(+)-tolterodine

Refernces

• 1、 -. "Shortened synthesis of 3,3-diarylpropylamine derivatives". Page/Page column 9. . Retrieved 2008/06/13.