(-)-(R)-N-<3-(2-chloro-1-hydroxyethyl)-4-fluorophenyl>methanesulfonamide

Base Information

• Chemical Name: (-)-(R)-N-<3-(2-chloro-1-hydroxyethyl)-4-fluorophenyl>methanesulfonamide
• CAS No.: 175692-93-0
• Molecular Formula: C₉H₁₁ClFNO₃S
• Molecular Weight: 267.709
• Mol file: 175692-93-0.mol

Synonyms:(-)-(R)-N-<3-(2-chloro-1-hydroxyethyl)-4-fluorophenyl>methanesulfonamide

Chemical Property of (-)-(R)-N-<3-(2-chloro-1-hydroxyethyl)-4-fluorophenyl>methanesulfonamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (-)-(R)-N-<3-(2-chloro-1-hydroxyethyl)-4-fluorophenyl>methanesulfonamide

There total 2 articles about (-)-(R)-N-<3-(2-chloro-1-hydroxyethyl)-4-fluorophenyl>methanesulfonamide 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: 92.0%

N-(3-chloroacetyl-4-fluorophenyl)methanesulfonamide (175692-92-9) → (-)-(R)-N-<3-(2-chloro-1-hydroxyethyl)-4-fluorophenyl>methanesulfonamide (175692-93-0)

Guidance literature:

With (-)-diisopinocamphenylborane chloride; In tetrahydrofuran; 1.) -20 deg C, 12 h, 2.) room temperature, 24 h;

DOI:10.1080/00397919608003734

Reference yield:

N-(3-acetyl-4-fluorophenyl)methanesulfonamide (137314-93-3) → (-)-(R)-N-<3-(2-chloro-1-hydroxyethyl)-4-fluorophenyl>methanesulfonamide (175692-93-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / SO₂Cl₂, MeOH / CH₂Cl₂ / 28 h / Heating

2: 92 percent / (-)-B-chlorodiisopinocampheylborane / tetrahydrofuran / 1.) -20 deg C, 12 h, 2.) room temperature, 24 h

With methanol; sulfuryl dichloride; (-)-diisopinocamphenylborane chloride; In tetrahydrofuran; dichloromethane;

DOI:10.1080/00397919608003734

Reference yield: 71.0%

(-)-(R)-N-<3-(2-chloro-1-hydroxyethyl)-4-fluorophenyl>methanesulfonamide (175692-93-0) → (-)-(R)-N-<3-(2-azido-1-hydroxyethyl)-4-fluorophenyl>methanesulfonamide (175692-94-1)

Guidance literature:

With sodium azide; tetra-(n-butyl)ammonium iodide; In N,N,N,N,N,N-hexamethylphosphoric triamide; at 100 ℃; for 48h;

DOI:10.1080/00397919608003734

upstream raw materials:

N-(3-chloroacetyl-4-fluorophenyl)methanesulfonamide

N-(3-acetyl-4-fluorophenyl)methanesulfonamide

Downstream raw materials:

(-)-(R)-N-<3-(2-azido-1-hydroxyethyl)-4-fluorophenyl>methanesulfonamide

(-)-(R)-N-<3-(2-amino-1-hydroxyethyl)-4-fluorophenyl>methanesulfonamide