(1R,2S,3S,5S)-Methyl 3-(4-chlorophenyl)-8-azabicyclo[3.2.1]octane-2-carboxylate

Base Information

• Chemical Name: (1R,2S,3S,5S)-Methyl 3-(4-chlorophenyl)-8-azabicyclo[3.2.1]octane-2-carboxylate
• CAS No.: 146725-33-9
• Molecular Formula: C15H18 Cl N O2
• Molecular Weight: 279.766
• DSSTox Substance ID: DTXSID90433500
• Nikkaji Number: J544.961H
• Wikidata: Q82247662
• Mol file: 146725-33-9.mol

Synonyms:146725-33-9;(1R,2S,3S,5S)-Methyl 3-(4-chlorophenyl)-8-azabicyclo[3.2.1]octane-2-carboxylate;Methyl (1R,2S,3S,5S)-3-(4-chlorophenyl)-8-azabicyclo[3.2.1]octane-2-carboxylate;RTI-110;BDBM85419;DTXSID90433500;PRQICMQRAXJOCP-DGAVXFQQSA-N;(1R,2S,3S,5S)-Methyl3-(4-chlorophenyl)-8-azabicyclo[3.2.1]octane-2-carboxylate;8-Azabicyclo[3.2.1]octane-2-carboxylicacid, 3-(4-chlorophenyl)-, methyl ester, (1R,2S,3S,5S)-;8-Azabicyclo[3.2.1]octane-2-carboxylicacid,3-(4-chlorophenyl)-,methyl ester,(1R,2S,3S,5S)-

Chemical Property of (1R,2S,3S,5S)-Methyl 3-(4-chlorophenyl)-8-azabicyclo[3.2.1]octane-2-carboxylate

Chemical Property:

• PSA: 38.33000
• LogP: 3.06590
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 279.1026065
• Heavy Atom Count: 19
• Complexity: 341

Purity/Quality:

98%min ^*data from raw suppliers

(1R,2S,3S,5S)-Methyl3-(4-chlorophenyl)-8-azabicyclo[3.2.1]octane-2-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1C2CCC(N2)CC1C3=CC=C(C=C3)Cl
• Isomeric SMILES: COC(=O)[C@@H]1[C@H]2CC[C@H](N2)C[C@@H]1C3=CC=C(C=C3)Cl

Technology Process of (1R,2S,3S,5S)-Methyl 3-(4-chlorophenyl)-8-azabicyclo[3.2.1]octane-2-carboxylate

There total 12 articles about (1R,2S,3S,5S)-Methyl 3-(4-chlorophenyl)-8-azabicyclo[3.2.1]octane-2-carboxylate 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: 86.0%

2β-carbomethoxy-3β-(4-chlorophenyl)tropane (130342-80-2) → O 374 (146725-33-9)

Guidance literature:

2β-carbomethoxy-3β-(4-chlorophenyl)tropane; With carbonochloridic acid 1-chloro-ethyl ester; sodium carbonate; In 1,2-dichloro-ethane; for 3h; Heating;

With methanol; at 20 ℃; Further stages.;

DOI:10.1021/jm0101904

Reference yield:

methyl ecgonidine (50373-10-9) → O 374 (146725-33-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 49 percent / diethyl ether / 2 h / -40 °C

2.1: Na₂CO₃; 1-chloroethyl chloroformate / 1,2-dichloro-ethane / 3 h / Heating

2.2: 86 percent / MeOH / 20 °C

With carbonochloridic acid 1-chloro-ethyl ester; sodium carbonate; In diethyl ether; 1,2-dichloro-ethane;

DOI:10.1021/jm0101904

Reference yield:

(4-chlorphenyl)magnesium bromide (873-77-8) → O 374 (146725-33-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 49 percent / diethyl ether / 2 h / -40 °C

2.1: Na₂CO₃; 1-chloroethyl chloroformate / 1,2-dichloro-ethane / 3 h / Heating

2.2: 86 percent / MeOH / 20 °C

With carbonochloridic acid 1-chloro-ethyl ester; sodium carbonate; In diethyl ether; 1,2-dichloro-ethane;

DOI:10.1021/jm0101904

upstream raw materials:

2β-carbomethoxy-3β-(4-chlorophenyl)tropane

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

(-)-cocaine hydrochloride

(4-chlorphenyl)magnesium bromide

Downstream raw materials:

N-propyn-1-yl-2β-carbomethoxy-3β-(4-chlorophenyl)tropane

FECNT

C₃₂H₃₈Cl₂N₂O₄

2β-carbomethoxy-3β-(4-chlorophenyl)-8-(2-hydroxyethyl)nortropane