S-(-)-Tolterodine

Base Information

• Chemical Name: S-(-)-Tolterodine
• CAS No.: 124937-53-7
• Molecular Formula: C22H31NO
• Molecular Weight: 325.48800
• Mol file: 124937-53-7.mol

Synonyms:

Chemical Property of S-(-)-Tolterodine

Chemical Property:

• PSA: 23.47000
• LogP: 5.34140

Purity/Quality:

97% ^*data from raw suppliers

S-(-)-Tolterodine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: S-(-)-Tolterodine is a muscarinic receptor antagonist,it is used in the treatment of urinary incontinence.

Technology Process of S-(-)-Tolterodine

There total 112 articles about S-(-)-Tolterodine 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%

(R)-3-[2-(benzyloxy)-5-methylphenyl]-N,N-diisopropyl-3-phenylpropan-1-amine (848768-06-9) → (R)-(+)-tolterodine (124937-51-5,124937-53-7)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; at 20 ℃; for 24h;

DOI:10.1021/ol702879u

Reference yield: 98.0%

(R)-N,N-diisopropyl-3-[2-(benzyloxy)-5-methylphenyl]-3-phenylpropan-1-amine → (R)-(+)-tolterodine (124937-51-5,124937-53-7)

Guidance literature:

With hydrogenchloride; In isopropyl alcohol; at 50 ℃; for 22h;

DOI:10.1021/ol702879u

Reference yield: 93.0%

(4R)-6-methyl-4-phenylchroman-2-ol (828933-86-4) + diisopropylamine (108-18-9) → (R)-(+)-tolterodine (124937-51-5,124937-53-7)

Guidance literature:

With sodium cyanoborohydride; acetic acid; In methanol; at 20 ℃; for 72h; Inert atmosphere;

DOI:10.1021/ol9020404

upstream raw materials:

(R)-3-(2-Benzyloxy-5-methyl-phenyl)-N,N-diisopropyl-3-phenyl-propionamide

(R)-3-[2-(benzyloxy)-5-methylphenyl]-N,N-diisopropyl-3-phenylpropan-1-amine

(4R)-6-methyl-4-phenylchroman-2-ol

diisopropylamine

Downstream raw materials:

2-[(1R)-3-(diisopropylamino)-1-phenylpropyl]-4-methylphenylacetate hydrochloride

2-[(1R)-3-(diisopropylamino)-1-phenylpropyl]-4-methylphenylbutyrate hydrochloride

2-[(1R)-3-(diisopropylamino)-1-phenylpropyl]-4-methylphenyl 2-methylpropanoate

{4-(benzyloxy)-3-[(1R)-3-(dipropan-2-ylamino)-1-phenylpropyl]phenyl}methanol

Refernces

• 1、 Dong, Shunxi,Feng, Xiaoming,Lin, Qianchi,Liu, Xiaohua,Wang, Lifeng,Zhou, Pengfei. "Chiral Fe(ii) complex catalyzed enantioselective [1,3] O-to-C rearrangement of alkyl vinyl ethers and synthesis of chromanols and beyond". . p. 10101 - 10106. Retrieved 2020/10/19.
• 2、 Zullo, Valerio,Iuliano, Anna. "Rh-Catalyzed Asymmetric Conjugate Addition of Arylboronic Acids to 3-Arylpropenoates: Enantioselective Synthesis of (R)-Tolterodine". . p. 1377 - 1384. Retrieved 2019/01/04.