Garomefrine

Base Information

• Chemical Name: Garomefrine
• CAS No.: 137431-02-8
• Molecular Formula: C9H13FN2O3S
• Molecular Weight: 248.27
• UNII: D62L7OV01X
• Nikkaji Number: J624.237E
• Wikidata: Q27088067
• Pharos Ligand ID: AXCAVRXA9ZJ9
• ChEMBL ID: CHEMBL72958
• Mol file: 137431-02-8.mol

Synonyms:(R)-(-)-3'-(2-amino-1-hydroxyethyl)-4'-fluoromethane sulfoanilide hydrochloride;3'-(2-amino-1-hydroxyethyl)-4'-fluoromethanesulfonanilide;NS 49;NS-49;PNO 49B;PNO-49B;PNO-49C

Chemical Property of Garomefrine

Chemical Property:

• PSA: 100.80000
• LogP: 2.04340
• XLogP3: -0.8
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 248.06309162
• Heavy Atom Count: 16
• Complexity: 317

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CS(=O)(=O)NC1=CC(=C(C=C1)F)C(CN)O
• Isomeric SMILES: CS(=O)(=O)NC1=CC(=C(C=C1)F)[C@H](CN)O

Technology Process of Garomefrine

There total 6 articles about Garomefrine 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: 90.0%

(-)-(R)-N-<3-(2-azido-1-hydroxyethyl)-4-fluorophenyl>methanesulfonamide (175692-94-1) → (-)-(R)-N-<3-(2-amino-1-hydroxyethyl)-4-fluorophenyl>methanesulfonamide (137431-02-8)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 1h; under 760 Torr;

DOI:10.1080/00397919608003734

Reference yield:

3'-(2-aminoacetyl)-4'-fluoromethanesulfonanilide hydrochloride (137315-03-8) → (+/-)-3'-(2-amino-1-hydroxyethyl)-4'-fluoromethanesulfonanilide (137431-02-8)

Guidance literature:

With sodium borohydrid; In methanol;

Reference yield:

di-μ-chlorobis(cyclooctadiene)dirhodium + 3'-(2-aminoacetyl)-4'-fluoromethanesulfonanilide hydrochloride (137315-03-8) + (2R,4R)-4-(dicyclohexylphosphino)-2-(diphenylphosphino-methyl)-N-methyl-aminocarbonyl-pyrrolidine (122709-72-2) → (-)-(R)-N-<3-(2-amino-1-hydroxyethyl)-4-fluorophenyl>methanesulfonamide (137431-02-8)

Guidance literature:

With triethylamine; In methanol;

upstream raw materials:

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

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

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

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