methyl (1R,2S)-2-{[(1R,5S/1S,5R)-3-(4-chlorophenyl)-8-azabicyclo[3.2.1]oct-2-en-8-yl]methyl}-1-phenylcyclopropanecarboxylate oxalate

Base Information

• Chemical Name: methyl (1R,2S)-2-{[(1R,5S/1S,5R)-3-(4-chlorophenyl)-8-azabicyclo[3.2.1]oct-2-en-8-yl]methyl}-1-phenylcyclopropanecarboxylate oxalate
• CAS No.: 1295650-33-7
• Molecular Formula: C₂H₂O₄*C₂₅H₂₆ClNO₂
• Molecular Weight: 497.975
• Mol file: 1295650-33-7.mol

Synonyms:

Chemical Property of methyl (1R,2S)-2-{[(1R,5S/1S,5R)-3-(4-chlorophenyl)-8-azabicyclo[3.2.1]oct-2-en-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-{[(1R,5S/1S,5R)-3-(4-chlorophenyl)-8-azabicyclo[3.2.1]oct-2-en-8-yl]methyl}-1-phenylcyclopropanecarboxylate oxalate

There total 5 articles about methyl (1R,2S)-2-{[(1R,5S/1S,5R)-3-(4-chlorophenyl)-8-azabicyclo[3.2.1]oct-2-en-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:

(+/-)-3-(4-chlorophenyl)-8-methyl-8-azabicyclo[3.2.1]oct-2-ene → methyl (1R,2S)-2-{[(1R,5S/1S,5R)-3-(4-chlorophenyl)-8-azabicyclo[3.2.1]oct-2-en-8-yl]methyl}-1-phenylcyclopropanecarboxylate oxalate (1295650-33-7)

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:

bromochlorobenzene (106-39-8) → methyl (1R,2S)-2-{[(1R,5S/1S,5R)-3-(4-chlorophenyl)-8-azabicyclo[3.2.1]oct-2-en-8-yl]methyl}-1-phenylcyclopropanecarboxylate oxalate (1295650-33-7)

Guidance literature:

Multi-step reaction with 5 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: hydrogenchloride; acetic acid / water / 0.42 h / Reflux

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

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

5.1: diethyl ether

With hydrogenchloride; n-butyllithium; carbonochloridic acid 1-chloro-ethyl ester; sodium hydrogencarbonate; acetic acid; In tetrahydrofuran; diethyl ether; hexane; water; 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-{[(1R,5S/1S,5R)-3-(4-chlorophenyl)-8-azabicyclo[3.2.1]oct-2-en-8-yl]methyl}-1-phenylcyclopropanecarboxylate oxalate (1295650-33-7)

Guidance literature:

Multi-step reaction with 4 steps

1: hydrogenchloride; acetic acid / water / 0.42 h / Reflux

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

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

4: diethyl ether

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

DOI:10.1021/jm200144j

upstream raw materials:

bromochlorobenzene

methyl (+)-(1R,2S)-2-(bromomethyl)-1-phenylcyclopropanecarboxylate

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

tropinone