(+)-methyl (1R,2S)-2-{[(3-endo)-3-(4-chlorophenyl)-3-hydroxy-8-azabicyclo[3.2.1]oct-8-yl]methyl}-1-phenylcyclopropanecarboxylate oxalate

Base Information

• Chemical Name: (+)-methyl (1R,2S)-2-{[(3-endo)-3-(4-chlorophenyl)-3-hydroxy-8-azabicyclo[3.2.1]oct-8-yl]methyl}-1-phenylcyclopropanecarboxylate oxalate
• CAS No.: 1295650-32-6
• Molecular Formula: C₂H₂O₄*C₂₅H₂₈ClNO₃
• Molecular Weight: 515.991
• Mol file: 1295650-32-6.mol

Synonyms:

Chemical Property of (+)-methyl (1R,2S)-2-{[(3-endo)-3-(4-chlorophenyl)-3-hydroxy-8-azabicyclo[3.2.1]oct-8-yl]methyl}-1-phenylcyclopropanecarboxylate oxalate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+)-methyl (1R,2S)-2-{[(3-endo)-3-(4-chlorophenyl)-3-hydroxy-8-azabicyclo[3.2.1]oct-8-yl]methyl}-1-phenylcyclopropanecarboxylate oxalate

There total 4 articles about (+)-methyl (1R,2S)-2-{[(3-endo)-3-(4-chlorophenyl)-3-hydroxy-8-azabicyclo[3.2.1]oct-8-yl]methyl}-1-phenylcyclopropanecarboxylate oxalate 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:

bromochlorobenzene (106-39-8) → (+)-methyl (1R,2S)-2-{[(3-endo)-3-(4-chlorophenyl)-3-hydroxy-8-azabicyclo[3.2.1]oct-8-yl]methyl}-1-phenylcyclopropanecarboxylate oxalate (1295650-32-6)

Guidance literature:

Multi-step reaction with 4 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 1.5 h / -70 °C / Inert atmosphere

1.2: 2 h / -70 - -50 °C / Inert atmosphere

2.1: carbonochloridic acid 1-chloro-ethyl ester / 1,2-dichloro-ethane / 48 h / Inert atmosphere; Reflux

3.1: sodium hydrogencarbonate / N,N-dimethyl-formamide / 6 h / 60 °C

4.1: diethyl ether

With n-butyllithium; carbonochloridic acid 1-chloro-ethyl ester; sodium hydrogencarbonate; In tetrahydrofuran; diethyl ether; hexane; 1,2-dichloro-ethane; N,N-dimethyl-formamide;

DOI:10.1021/jm200144j

Reference yield:

(3-endo)-3-(4-chlorophenyl)-8-methyl-8-azabicyclo[3.2.1]octan-3-ol (22932-27-0) → (+)-methyl (1R,2S)-2-{[(3-endo)-3-(4-chlorophenyl)-3-hydroxy-8-azabicyclo[3.2.1]oct-8-yl]methyl}-1-phenylcyclopropanecarboxylate oxalate (1295650-32-6)

Guidance literature:

Multi-step reaction with 3 steps

1: carbonochloridic acid 1-chloro-ethyl ester / 1,2-dichloro-ethane / 48 h / Inert atmosphere; Reflux

2: sodium hydrogencarbonate / N,N-dimethyl-formamide / 6 h / 60 °C

3: diethyl ether

With carbonochloridic acid 1-chloro-ethyl ester; sodium hydrogencarbonate; In diethyl ether; 1,2-dichloro-ethane; N,N-dimethyl-formamide;

DOI:10.1021/jm200144j

Reference yield:

tropinone (532-24-1) → (+)-methyl (1R,2S)-2-{[(3-endo)-3-(4-chlorophenyl)-3-hydroxy-8-azabicyclo[3.2.1]oct-8-yl]methyl}-1-phenylcyclopropanecarboxylate oxalate (1295650-32-6)

Guidance literature:

Multi-step reaction with 4 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 1.5 h / -70 °C / Inert atmosphere

1.2: 2 h / -70 - -50 °C / Inert atmosphere

2.1: carbonochloridic acid 1-chloro-ethyl ester / 1,2-dichloro-ethane / 48 h / Inert atmosphere; Reflux

3.1: sodium hydrogencarbonate / N,N-dimethyl-formamide / 6 h / 60 °C

4.1: diethyl ether

With n-butyllithium; carbonochloridic acid 1-chloro-ethyl ester; sodium hydrogencarbonate; In tetrahydrofuran; diethyl ether; hexane; 1,2-dichloro-ethane; N,N-dimethyl-formamide;

DOI:10.1021/jm200144j

upstream raw materials:

bromochlorobenzene

(3-endo)-3-(4-chlorophenyl)-8-methyl-8-azabicyclo[3.2.1]octan-3-ol

tropinone

(3-endo)-3-(4-chlorophenyl)-8-azabicyclo[3.2.1]octan-3-ol