(-)-2beta-Carbomethoxy-3beta-(4-ethylphenyl)tropane

Base Information

• Chemical Name: (-)-2beta-Carbomethoxy-3beta-(4-ethylphenyl)tropane
• CAS No.: 155337-52-3
• Molecular Formula: C₁₈H₂₅NO₂
• Molecular Weight: 287.402
• UNII: 3LPN4HUW1C
• Nikkaji Number: J621.936E
• Wikipedia: RTI-83
• Wikidata: Q27257583
• Pharos Ligand ID: JUSR3L6TW1AU
• ChEMBL ID: CHEMBL1947090

Synonyms:3LPN4HUW1C;UNII-3LPN4HUW1C;RTI-83;155337-52-3;8-Azabicyclo(3.2.1)octane-2-carboxylic acid, 3-(4-ethylphenyl)-8-methyl-, methyl ester, (1R,2S,3S,5S)-;8-Azabicyclo(3.2.1)octane-2-carboxylic acid, 3-(4-ethylphenyl)-8-methyl-, methyl ester, (1R-(exo,exo))-;(-)-2beta-Carbomethoxy-3beta-(4-ethylphenyl)tropane;2beta-Carbomethoxy-3beta-(4-ethylphenyl)tropane, (-)-;CHEMBL1947090;Q27257583;(-)-2.BETA.-CARBOMETHOXY-3.BETA.-(4-ETHYLPHENYL)TROPANE;2.BETA.-CARBOMETHOXY-3.BETA.-(4-ETHYLPHENYL)TROPANE, (-)-

Chemical Property of (-)-2beta-Carbomethoxy-3beta-(4-ethylphenyl)tropane

Chemical Property:

• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 287.188529040
• Heavy Atom Count: 21
• Complexity: 375

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1=CC=C(C=C1)C2CC3CCC(C2C(=O)OC)N3C
• Isomeric SMILES: CCC1=CC=C(C=C1)[C@H]2C[C@@H]3CC[C@H]([C@H]2C(=O)OC)N3C

Technology Process of (-)-2beta-Carbomethoxy-3beta-(4-ethylphenyl)tropane

There total 4 articles about (-)-2beta-Carbomethoxy-3beta-(4-ethylphenyl)tropane 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: 81.0%

3β-(4'-vinylphenyl)tropane-2β-carboxylic acid methyl ester (181796-42-9) → RTI 83 (155337-52-3)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethyl acetate; under 3102.9 Torr;

DOI:10.1021/jm960409s

Reference yield: 47.0%

p-ethylphenylmagnesium bromide (22873-28-5) + methyl ecgonidine (50373-10-9) → RTI 83 (155337-52-3)

Guidance literature:

p-ethylphenylmagnesium bromide; methyl ecgonidine; In diethyl ether; at -49 ℃;

With trifluoroacetic acid; at -78 ℃;

Reference yield: 42.0%

(1R,5S)-3-(4-Ethyl-phenyl)-8-methyl-8-aza-bicyclo[3.2.1]oct-2-ene-2-carboxylic acid methyl ester → RTI 83 (155337-52-3) + (1R,2S,3R,5S)-3-(4-Ethyl-phenyl)-8-methyl-8-aza-bicyclo[3.2.1]octane-2-carboxylic acid methyl ester

Guidance literature:

With methanol; samarium diiodide; In tetrahydrofuran; at -78 ℃;

DOI:10.1016/0040-4039(95)00477-T

upstream raw materials:

p-ethylphenylmagnesium bromide

methyl ecgonidine

3β-(4'-vinylphenyl)tropane-2β-carboxylic acid methyl ester

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

Downstream raw materials:

RTI-4229-222

(1R,2S,3S,5S)-3-(4-Ethyl-3-iodo-phenyl)-8-aza-bicyclo[3.2.1]octane-2,8-dicarboxylic acid 2-methyl ester 8-(2,2,2-trichloro-ethyl) ester

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

2β-carbomethoxy-3β-(4'-ethyl-3'-iodophenyl)nortropane

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