2H-1-Benzopyran-2-ol, 3,4-dihydro-6-methyl-4-phenyl-, (4R)-

Base Information

• Chemical Name: 2H-1-Benzopyran-2-ol, 3,4-dihydro-6-methyl-4-phenyl-, (4R)-
• CAS No.: 828933-86-4
• Molecular Formula: C16H16O2
• Molecular Weight: 240.302
• Mol file: 828933-86-4.mol

Synonyms:

Chemical Property of 2H-1-Benzopyran-2-ol, 3,4-dihydro-6-methyl-4-phenyl-, (4R)-

Chemical Property:

• PSA: 29.46000
• LogP: 3.22780

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2H-1-Benzopyran-2-ol, 3,4-dihydro-6-methyl-4-phenyl-, (4R)-

There total 22 articles about 2H-1-Benzopyran-2-ol, 3,4-dihydro-6-methyl-4-phenyl-, (4R)- 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: 99.0%

6-methyl-4-phenylchromen-2-one (16299-22-2) → (4R)-6-methyl-4-phenylchroman-2-ol (828933-86-4)

Guidance literature:

6-methyl-4-phenylchromen-2-one; With (R)-((4,4’-bi-1,3-benzodioxole)-5,5’-diyl)bis(bis(3,5-di-t-butyl-4-methoxyphenyl))phosphine; copper(II) acetate monohydrate; tert-butyl alcohol; In tetrahydrofuran; toluene; at 20 ℃; for 0.333333h; Inert atmosphere;

With diethoxymethylsilane; In tetrahydrofuran; toluene; at 20 ℃; for 0.25h; stereoselective reaction; Inert atmosphere;

DOI:10.1021/ol9020404

Reference yield: 95.0%

(R)-6-methyl-4-phenyl-3,4-dihydrochromen-2-one (827007-19-2) → (4R)-6-methyl-4-phenylchroman-2-ol (828933-86-4)

Guidance literature:

With diisobutylaluminium hydride; In hexane; toluene; at -25 - -20 ℃; for 2.5h;

DOI:10.1021/ol0507367

Reference yield: 85.0%

(2S,4R)-6-Methyl-4-phenyl-2-((1R,2S)-2-phenyl-cyclohexyloxy)-chroman (828933-85-3) → (4R)-6-methyl-4-phenylchroman-2-ol (828933-86-4) + (1R,2S)-trans-2-phenylcyclohexanol (98919-68-7)

Guidance literature:

With camphor-10-sulfonic acid; water; In tetrahydrofuran; acetonitrile; at 100 ℃; for 6h;

DOI:10.1021/jo048703c

upstream raw materials:

(2S,4R)-6-Methyl-4-phenyl-2-((1R,2S)-2-phenyl-cyclohexyloxy)-chroman

(R)-6-methyl-4-phenyl-3,4-dihydrochromen-2-one

6-methyl-4-phenylchromen-2-one

6-methylcoumarin

Downstream raw materials:

(R)-6-methyl-4-phenyl-3,4-dihydrochromen-2-one

(R)-(+)-tolterodine

tolterodine tartrate

3-phenyl-3-(2'-hydroxy-5'-methyl)phenylpropanol-1

Refernces

• 1、 Korenaga, Toshinobu,Sasaki, Ryo,Takemoto, Toshihide,Yasuda, Toshihisa,Watanabe, Masahito. "Computationally-Led Ligand Modification using Interplay between Theory and Experiments: Highly Active Chiral Rhodium Catalyst Controlled by Electronic Effects and CH–π Interactions". supporting information. p. 322 - 333. Retrieved 2018/01/22.
• 2、 Gavin, Declan P.,Foley, Aoife,Moody, Thomas S.,Rao Khandavilli,Lawrence, Simon E.,O'Neill, Pat,Maguire, Anita R.. "Hydrolase-mediated resolution of the hemiacetal in 2-chromanols: The impact of remote substitution". . p. 577 - 585. Retrieved 2017/05/01.