Pyrrolidine, 1-[[(1R)-1-(4-chlorobutyl)-6-oxo-2-cyclohexen-1-yl]carbonyl]-2-(methoxy methyl)-, (2S)-

Base Information

• Chemical Name: Pyrrolidine, 1-[[(1R)-1-(4-chlorobutyl)-6-oxo-2-cyclohexen-1-yl]carbonyl]-2-(methoxy methyl)-, (2S)-
• CAS No.: 210684-43-8
• Molecular Formula: C17H26ClNO3
• Molecular Weight: 327.851
• Mol file: 210684-43-8.mol

Synonyms:

Chemical Property of Pyrrolidine, 1-[[(1R)-1-(4-chlorobutyl)-6-oxo-2-cyclohexen-1-yl]carbonyl]-2-(methoxy methyl)-, (2S)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Pyrrolidine, 1-[[(1R)-1-(4-chlorobutyl)-6-oxo-2-cyclohexen-1-yl]carbonyl]-2-(methoxy methyl)-, (2S)-

There total 2 articles about Pyrrolidine, 1-[[(1R)-1-(4-chlorobutyl)-6-oxo-2-cyclohexen-1-yl]carbonyl]-2-(methoxy methyl)-, (2S)- 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: 92.0%

(2'S,6R)-6-[(4'-chloro)butyl]-1-methoxy-6-[[2'-(methoxymethyl)pyrrolidinyl]carbonyl]-1,4-cyclohexadiene (210684-38-1) → (2R,2'S)-2-[(4'-chloro)butyl]-2-[[2'-(methoxymethyl)pyrrolidinyl]carbonyl]-cyclohex-3-en-1-one (210684-43-8)

Guidance literature:

With hydrogenchloride; In methanol; at 25 ℃;

DOI:10.1016/S0040-4039(98)00785-0

Reference yield:

(S)-2-methoxy-1-[[2'-(methoxymethyl)pyrrolidinyl]carbonyl]benzene (102069-84-1) → (2R,2'S)-2-[(4'-chloro)butyl]-2-[[2'-(methoxymethyl)pyrrolidinyl]carbonyl]-cyclohex-3-en-1-one (210684-43-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: NH₃; t-BuOH; K / tetrahydrofuran / 0.5 h / -78 °C

1.2: 89 percent / piperylene / tetrahydrofuran / 4 h / -78 °C

2.1: 92 percent / aq. HCl / methanol / 3 h / 20 °C

With hydrogenchloride; ammonia; potassium; tert-butyl alcohol; In tetrahydrofuran; methanol; 1.1: Birch reduction reaction;

DOI:10.1021/jo0490853

Reference yield: 85.0%

(2R,2'S)-2-[(4'-chloro)butyl]-2-[[2'-(methoxymethyl)pyrrolidinyl]carbonyl]-cyclohex-3-en-1-one (210684-43-8) → (2R,3R,4R)-2-(4'-chlorobutyl)-3-iodo-1-oxocyclohexane-2,4-carbolactone (210684-55-2)

Guidance literature:

With iodine; In tetrahydrofuran; water;

DOI:10.1016/S0040-4039(98)00785-0

upstream raw materials:

(2'S,6R)-6-[(4'-chloro)butyl]-1-methoxy-6-[[2'-(methoxymethyl)pyrrolidinyl]carbonyl]-1,4-cyclohexadiene

(S)-2-methoxy-1-[[2'-(methoxymethyl)pyrrolidinyl]carbonyl]benzene

Downstream raw materials:

(2R,3R,4R)-2-(4'-chlorobutyl)-3-iodo-1-oxocyclohexane-2,4-carbolactone