3beta-(4-Iodophenyl)tropan-2beta-carboxylic acid isopropyl ester

Base Information

• Chemical Name: 3beta-(4-Iodophenyl)tropan-2beta-carboxylic acid isopropyl ester
• CAS No.: 146145-21-3
• Molecular Formula: C18H24 I N O2
• Molecular Weight: 413.299
• DSSTox Substance ID: DTXSID70912323
• Wikipedia: RTI-121
• Wikidata: Q7277828
• Mol file: 146145-21-3.mol

Synonyms:3beta-(4-iodophenyl)tropan-2beta-carboxylic acid isopropyl ester;IPCIT;RTI 121;RTI-121

Chemical Property of 3beta-(4-Iodophenyl)tropan-2beta-carboxylic acid isopropyl ester

Chemical Property:

• Vapor Pressure: 1.71E-07mmHg at 25°C
• Refractive Index: 1.574
• Boiling Point: 426.9°Cat760mmHg
• Flash Point: 212°C
• PSA: 29.54000
• Density: 1.418g/cm³
• LogP: 3.74700
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 413.08518
• Heavy Atom Count: 22
• Complexity: 406

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)OC(=O)C1C2CCC(N2C)CC1C3=CC=C(C=C3)I
• Isomeric SMILES: CC(C)OC(=O)[C@@H]1[C@H]2CCC(N2C)C[C@@H]1C3=CC=C(C=C3)I

Technology Process of 3beta-(4-Iodophenyl)tropan-2beta-carboxylic acid isopropyl ester

There total 3 articles about 3beta-(4-Iodophenyl)tropan-2beta-carboxylic acid isopropyl ester 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:

(1R,2S,3S,5S)-3-(4-Iodo-phenyl)-8-methyl-8-aza-bicyclo[3.2.1]octane-2-carboxylic acid methyl ester (135416-43-2,133647-95-7) → 3β-(4'-iodophenyl)tropane-2β-carboxylic acid isopropyl ester (146145-21-3)

Guidance literature:

Multi-step reaction with 3 steps

1: H₂O / dioxane

2: SOCl₂

With thionyl chloride; water; In 1,4-dioxane;

DOI:10.1021/jm00091a019

Reference yield:

(1R,2S,3S,5S)-3-(4-Iodo-phenyl)-8-methyl-8-aza-bicyclo[3.2.1]octane-2-carbonyl chloride (180057-11-8) + isopropyl alcohol (67-63-0,8013-70-5) → 3β-(4'-iodophenyl)tropane-2β-carboxylic acid isopropyl ester (146145-21-3)

Guidance literature:

DOI:10.1021/jm00091a019

Reference yield:

RTI 102 (141807-58-1) → 3β-(4'-iodophenyl)tropane-2β-carboxylic acid isopropyl ester (146145-21-3)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂

With thionyl chloride;

DOI:10.1021/jm00091a019

upstream raw materials:

(1R,2S,3S,5S)-3-(4-Iodo-phenyl)-8-methyl-8-aza-bicyclo[3.2.1]octane-2-carbonyl chloride

isopropyl alcohol

(1R,2S,3S,5S)-3-(4-Iodo-phenyl)-8-methyl-8-aza-bicyclo[3.2.1]octane-2-carboxylic acid methyl ester

RTI 102

Downstream raw materials:

RTI 153

Refernces

• 1、 Carroll,Abraham,Lewin,Parham,Boja,Kuhar. "Isopropyl and phenyl esters of 3β-(4-substituted phenyl)tropan-2β- carboxylic acids. Potent and selective compounds for the dopamine transporter [2]". . p. 2497 - 2500. Retrieved 2007/10/02.