2-Benzofuranmethanol, -alpha--methyl-, (-alpha-S)-

Base Information

• Chemical Name: 2-Benzofuranmethanol, -alpha--methyl-, (-alpha-S)-
• CAS No.: 324761-15-1
• Molecular Formula: C₁₀H₁₀O₂
• Molecular Weight: 162.188
• Mol file: 324761-15-1.mol

Synonyms:2-Benzofuranmethanol, -alpha--methyl-, (-alpha-S)-

Chemical Property of 2-Benzofuranmethanol, -alpha--methyl-, (-alpha-S)-

Chemical Property:

• PSA: 33.37000
• LogP: 2.48610

Purity/Quality:

98% ^*data from raw suppliers

(1S)-1-(1-BENZOFURAN-2-YL)ETHAN-1-OL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• General Description: 2-Benzofuranmethanol, α-methyl-, (α-S)-, also known as (S)-1-(benzofuran-2-yl)ethanol, is an enantiopure secondary alcohol with an (S)-configuration at the chiral center. It can be synthesized via kinetic resolution using lipase-catalyzed enantioselective acylation or through whole-cell biotransformation of prochiral benzofuranyl-methyl ketones using *Pythium oligandrum*, yielding high enantiomeric excess (up to 99%) and excellent stereoselectivity. The (S)-enantiomer is obtained selectively due to the preferential transfer of a hydride to the *re* face of the carbonyl group during microbial reduction. 2-Benzofuranmethanol, -alpha--methyl-, (-alpha-S)- is of interest as a chiral intermediate in eco-friendly synthetic approaches and biotechnology applications.

Technology Process of 2-Benzofuranmethanol, -alpha--methyl-, (-alpha-S)-

There total 47 articles about 2-Benzofuranmethanol, -alpha--methyl-, (-alpha-S)- 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%

1-(benzo[b]furan-2-yl)ethanone (1646-26-0) → (R)‐1‐(benzofuran‐2‐yl)ethanol (119678-66-9,324761-15-1,99058-80-7)

Guidance literature:

With formic acid; C₃₇H₃₈ClN₂O₂RhS; triethylamine; In neat (no solvent); at 24 - 30 ℃; for 5.5h; Reagent/catalyst; enantioselective reaction; Inert atmosphere;

DOI:10.1021/acs.joc.7b00436

Reference yield: 99.3%

1-(benzo[b]furan-2-yl)ethanone (1646-26-0) → (S)‐1‐(benzofuran‐2‐yl)ethanol (324761-15-1,99058-80-7)

Guidance literature:

With Rhizopus arrhizus; In ethanol; water; at 24 - 25 ℃; for 72h; enantioselective reaction; Microbiological reaction; Enzymatic reaction;

DOI:10.1016/j.tetasy.2016.01.008

Reference yield: 98.0%

1-(benzo[b]furan-2-yl)ethanone (1646-26-0) → 1-(benzofuran-2-yl)ethan-1-ol (119619-37-3,324761-15-1,99058-80-7)

Guidance literature:

With sodium tetrahydroborate; In ethanol; water; for 1.5h; Heating;

DOI:10.1016/S0040-4020(01)00406-9

upstream raw materials:

1-(benzo[b]furan-2-yl)ethanone

1-benzofurane

acetaldehyde

2-Iodophenol

Downstream raw materials:

(R)‐1‐(benzofuran‐2‐yl)ethanol

(S)‐1‐(benzofuran‐2‐yl)ethanol

(1R)-1-acetoxy-1-(benzofuran-2-yl)ethane

(S)-1-(benzofuran-2-yl)ethanamine

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