[(2S,4R)-2-cyclohexyl-4-phenylpiperidin-1-yl][(3R,4S)-2'-methyl-7',8'-dihydro-6'H-spiro[pyrrolidine-3,5'-quinolin]-4-yl]methanone

Base Information

• Chemical Name: [(2S,4R)-2-cyclohexyl-4-phenylpiperidin-1-yl][(3R,4S)-2'-methyl-7',8'-dihydro-6'H-spiro[pyrrolidine-3,5'-quinolin]-4-yl]methanone
• CAS No.: 1241496-36-5
• Molecular Formula: C₃₁H₄₁N₃O
• Molecular Weight: 471.686
• Mol file: 1241496-36-5.mol

Synonyms:

Chemical Property of [(2S,4R)-2-cyclohexyl-4-phenylpiperidin-1-yl][(3R,4S)-2'-methyl-7',8'-dihydro-6'H-spiro[pyrrolidine-3,5'-quinolin]-4-yl]methanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [(2S,4R)-2-cyclohexyl-4-phenylpiperidin-1-yl][(3R,4S)-2'-methyl-7',8'-dihydro-6'H-spiro[pyrrolidine-3,5'-quinolin]-4-yl]methanone

There total 10 articles about [(2S,4R)-2-cyclohexyl-4-phenylpiperidin-1-yl][(3R,4S)-2'-methyl-7',8'-dihydro-6'H-spiro[pyrrolidine-3,5'-quinolin]-4-yl]methanone 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:

C22H25ClN2O2 (1355612-02-0) → [(2S,4R)-2-cyclohexyl-4-phenylpiperidin-1-yl][(3R,4S)-2'-methyl-7',8'-dihydro-6'H-spiro[pyrrolidine-3,5'-quinolin]-4-yl]methanone (1241496-36-5)

Guidance literature:

Multi-step reaction with 7 steps

1: carbonochloridic acid 1-chloro-ethyl ester / dichloromethane

2: tetrahydrofuran

3: methanol; sodium hydroxide / tetrahydrofuran / 50 °C

4: oxalyl dichloride / dichloromethane; N,N-dimethyl-formamide

5: triethylamine / dichloromethane

6: 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) / tetrahydrofuran

7: trifluoroacetic acid / dichloromethane

With methanol; oxalyl dichloride; 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); carbonochloridic acid 1-chloro-ethyl ester; triethylamine; trifluoroacetic acid; sodium hydroxide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2011.11.024

Reference yield:

2-chloro-7,8-dihydro-6H-quinolin-5-one (124467-36-3) → [(2S,4R)-2-cyclohexyl-4-phenylpiperidin-1-yl][(3R,4S)-2'-methyl-7',8'-dihydro-6'H-spiro[pyrrolidine-3,5'-quinolin]-4-yl]methanone (1241496-36-5)

Guidance literature:

Multi-step reaction with 9 steps

1: sodium hydride / tetrahydrofuran

2: trifluoroacetic acid / dichloromethane

3: carbonochloridic acid 1-chloro-ethyl ester / dichloromethane

4: tetrahydrofuran

5: methanol; sodium hydroxide / tetrahydrofuran / 50 °C

6: oxalyl dichloride / dichloromethane; N,N-dimethyl-formamide

7: triethylamine / dichloromethane

8: 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) / tetrahydrofuran

9: trifluoroacetic acid / dichloromethane

With methanol; oxalyl dichloride; 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); carbonochloridic acid 1-chloro-ethyl ester; sodium hydride; triethylamine; trifluoroacetic acid; sodium hydroxide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 1: Horner-Wadsworth-Emmons olefination;

DOI:10.1016/j.bmcl.2011.11.024

Reference yield:

C15H19ClN2O2 → [(2S,4R)-2-cyclohexyl-4-phenylpiperidin-1-yl][(3R,4S)-2'-methyl-7',8'-dihydro-6'H-spiro[pyrrolidine-3,5'-quinolin]-4-yl]methanone (1241496-36-5)

Guidance literature:

Multi-step reaction with 6 steps

1: tetrahydrofuran

2: methanol; sodium hydroxide / tetrahydrofuran / 50 °C

3: oxalyl dichloride / dichloromethane; N,N-dimethyl-formamide

4: triethylamine / dichloromethane

5: 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) / tetrahydrofuran

6: trifluoroacetic acid / dichloromethane

With methanol; oxalyl dichloride; 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); triethylamine; trifluoroacetic acid; sodium hydroxide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2011.11.024

upstream raw materials:

2-chloro-7,8-dihydro-6H-quinolin-5-one

C₂₂H₂₅ClN₂O₂

5,6,7,8-tetrahydro-5-oxo-2(1H)-quinolinone

3-amino-cyclohex-2-enone