Benzeneethanamine, 4-iodo-alpha-methyl-, (alphaR)-

Base Information

• Chemical Name: Benzeneethanamine, 4-iodo-alpha-methyl-, (alphaR)-
• CAS No.: 76471-50-6
• Molecular Formula: C₉H₁₂IN
• Molecular Weight: 261.105
• UNII: 8Z5REX5RY8
• Nikkaji Number: J648.238D
• ChEMBL ID: CHEMBL2092973
• Mol file: 76471-50-6.mol

Synonyms:4-Iodoamphetamine, (R)-;8Z5REX5RY8;UNII-8Z5REX5RY8;Benzeneethanamine, 4-iodo-alpha-methyl-, (alphaR)-;(2R)-1-(4-Iodophenyl)prop-2-ylamine;(2R)-1-(4-iodophenyl)propan-2-amine;76471-50-6;CHEMBL2092973;SCHEMBL1006211;VZPKOWYCGWOYRF-SSDOTTSWSA-N;BDBM50455770;(2R)-1-(4-iodophenyl)-2-propanamine;[(1R)-2-(4-iodophenyl)-1-methylethyl]amine;BENZENEETHANAMINE, 4-IODO-.ALPHA.-METHYL-, (.ALPHA.R)-

Chemical Property of Benzeneethanamine, 4-iodo-alpha-methyl-, (alphaR)-

Chemical Property:

• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 261.00145
• Heavy Atom Count: 11
• Complexity: 108

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(CC1=CC=C(C=C1)I)N
• Isomeric SMILES: C[C@H](CC1=CC=C(C=C1)I)N

Technology Process of Benzeneethanamine, 4-iodo-alpha-methyl-, (alphaR)-

There total 11 articles about Benzeneethanamine, 4-iodo-alpha-methyl-, (alphaR)- 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%

2,2,2-trifluoro-N-[(1R)-2-(4-iodophenyl)-1-methylethyl]acetamide (477260-03-0) → [(1R)-2-(4-iodophenyl)-1-methylethyl]amine (76471-50-6)

Guidance literature:

With sodium hydroxide; water; In 1,4-dioxane; at 50 ℃; for 1h;

DOI:10.1021/jm8000345

Reference yield:

(R)-(-)-N-acetyl-α-methylphenylethylamine (14383-60-9) → S-p-iodoamphetamine (76465-11-7) + [(1R)-2-(4-iodophenyl)-1-methylethyl]amine (76471-50-6)

Guidance literature:

With sodium hydroxide; sulfuric acid; iodine; iodic acid; In hydrogenchloride; tetrachloromethane; water; acetic acid;

Reference yield:

l-amphetamine (156-34-3,17108-96-2,96332-84-2) → [(1R)-2-(4-iodophenyl)-1-methylethyl]amine (76471-50-6)

Guidance literature:

Multi-step reaction with 6 steps

1: HNO₃ / 2 h / -20 °C

2: benzene / 3 h / Heating

3: 65 percent / H₂ / 10percent Pd/C / ethanol / 2 h / 2068.6 Torr

5: 110 mg / CF₃COOH, NaI / acetonitrile / 20 h / Ambient temperature

6: 10percent aq. NaOH / 3 h / Ambient temperature

With sodium hydroxide; hydrogen; nitric acid; trifluoroacetic acid; sodium iodide; palladium on activated charcoal; In ethanol; acetonitrile; benzene;

DOI:10.1021/jm00110a015

upstream raw materials:

1-(4-iodophenyl)-2-propanone

4-Iod-β-nitro-propenylbenzol

p-(iodophenyl)carboxaldehyde

Iofetamine hydrochloride

Downstream raw materials:

(1R)-1-(3-chlorophenyl)-2-{[(1R)-2-(4-iodophenyl)-1-methylethyl]amino}ethanol

tert-butyl [(2R)-2-(6-chloro-3-pyridinyl)-2-hydroxyethyl][(1R)-2-(4-iodophenyl)-1-methylethyl]carbamate