(R)-b-AMino-3-chloro-4-fluoro-benzeneethanol

Base Information

• Chemical Name: (R)-b-AMino-3-chloro-4-fluoro-benzeneethanol
• CAS No.: 933786-63-1
• Molecular Formula: C₈H₉ClFNO
• Molecular Weight: 189.617
• Mol file: 933786-63-1.mol

Synonyms:(R)-b-AMino-3-chloro-4-fluoro-benzeneethanol;(2R)-2-AMINO-2-(3-CHLORO-4-FLUOROPHENYL)ETHAN-1-OL

Chemical Property of (R)-b-AMino-3-chloro-4-fluoro-benzeneethanol

Chemical Property:

• Boiling Point: 319.7±37.0 °C (760 mmHg)
• PSA: 46.25000
• Density: 1.351±0.06 g/cm3 (20 °C, 760 mmHg)
• LogP: 2.17150

Purity/Quality:

99% ^*data from raw suppliers

(R)-b-Amino-3-chloro-4-fluoro-benzeneethanol 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (R)-b-AMino-3-chloro-4-fluoro-benzeneethanol

There total 5 articles about (R)-b-AMino-3-chloro-4-fluoro-benzeneethanol 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%

(S)-2-(tert-butyldimethylsilyloxy)-1-(3-chloro-4-fluorophenyl)ethanamine (1312719-21-3) → (S)-2-amino-2-(3-chloro-4-fluorophenyl)ethan-1-ol (496856-52-1,933786-63-1)

Guidance literature:

With hydrogenchloride; In methanol;

DOI:10.1016/j.tetasy.2011.01.011

Reference yield: 97.0%

(Rs,1S)-N-(2-(tert-butyldimethylsilyloxy)-1-(3-chloro-4-fluorophenyl)ethyl)-2-methylpropane-2-sulfinamide (1312719-11-1) → (S)-2-amino-2-(3-chloro-4-fluorophenyl)ethan-1-ol (496856-52-1,933786-63-1)

Guidance literature:

(Rs,1S)-N-(2-(tert-butyldimethylsilyloxy)-1-(3-chloro-4-fluorophenyl)ethyl)-2-methylpropane-2-sulfinamide; With hydrogenchloride; In methanol; at 20 ℃; for 3h;

With sodium hydrogencarbonate; In water;

DOI:10.1016/j.tetasy.2011.01.011

Reference yield:

1-bromo-3-chloro-4-fluorobenzene (60811-21-4) → (S)-2-amino-2-(3-chloro-4-fluorophenyl)ethan-1-ol (496856-52-1,933786-63-1)

Guidance literature:

Multi-step reaction with 6 steps

1.1: magnesium; ethylene dibromide / tetrahydrofuran / 0.67 h / 20 °C / Inert atmosphere

1.2: 3 h / 0 °C / Inert atmosphere

2.1: titanium(IV) isopropylate / tetrahydrofuran / Inert atmosphere; Reflux

3.1: diisobutylaluminium hydride / tetrahydrofuran; toluene / 1 h / -78 °C

3.2: -78 - 20 °C

4.1: hydrogenchloride / methanol; diethyl ether / 0.67 h / 20 °C

5.1: sodium hydrogencarbonate / methanol; water

6.1: hydrogenchloride / methanol

With titanium(IV) isopropylate; hydrogenchloride; diisobutylaluminium hydride; sodium hydrogencarbonate; magnesium; ethylene dibromide; In tetrahydrofuran; methanol; diethyl ether; water; toluene;

DOI:10.1016/j.tetasy.2011.01.011

upstream raw materials:

(rs)-N-(2-(tert-butyldimethylsilyloxy)-1-(3-chloro-4-fluorophenyl)ethylidene)-2-methylpropane-2-sulfinamide

(Rs,1S)-N-(2-(tert-butyldimethylsilyloxy)-1-(3-chloro-4-fluorophenyl)ethyl)-2-methylpropane-2-sulfinamide

(S)-2-(tert-butyldimethylsilyloxy)-1-(3-chloro-4-fluorophenyl)ethanamine

2-(tert-butyldimethylsilyloxy)-1-(3-chloro-4-fluorophenyl)ethanone

Downstream raw materials:

2-(2-methyl-pyridin-4-ylamino)-5,8-dihydro-6H-pyrido[3,4-d]pyrimidine-7-carboxylic acid [(S)-1-(3-chloro-4-fluoro-phenyl)-2-hydroxy-ethyl]-amide

2-(1-methyl-1H-pyrazol-4-ylamino)-5,8-dihydro-6H-pyrido[3,4-d]pyrimidine-7-carboxylic acid [(S)-1-(3-chloro-4-fluoro-phenyl)-2-hydroxy-ethyl]-amide

2-acetylamino-5,8-dihydro-6H-pyrido[3,4-d]pyrimidine-7-carboxylic acid [(S)-1-(3-chloro-4-fluoro-phenyl)-2-hydroxy-ethyl]-amide

2-isobutylamino-5,8-dihydro-6H-pyrido[3,4-d]pyrimidine-7-carboxylic acid [(S)-1-(3-cbloro-4-fluoro-phenyl)-2-hydroxy-ethyl]-amide

Refernces