Pyrrolidine, 1-[[(1R)-1-ethyl-2-methoxy-5-(phenylmethyl)-2,5-cyclohexadien-1-yl]carb onyl]-2-(methoxymethyl)-, (2S)-

Base Information

• Chemical Name: Pyrrolidine, 1-[[(1R)-1-ethyl-2-methoxy-5-(phenylmethyl)-2,5-cyclohexadien-1-yl]carb onyl]-2-(methoxymethyl)-, (2S)-
• CAS No.: 210684-40-5
• Molecular Formula: C23H31NO3
• Molecular Weight: 369.504
• Mol file: 210684-40-5.mol

Synonyms:

Chemical Property of Pyrrolidine, 1-[[(1R)-1-ethyl-2-methoxy-5-(phenylmethyl)-2,5-cyclohexadien-1-yl]carb onyl]-2-(methoxymethyl)-, (2S)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Pyrrolidine, 1-[[(1R)-1-ethyl-2-methoxy-5-(phenylmethyl)-2,5-cyclohexadien-1-yl]carb onyl]-2-(methoxymethyl)-, (2S)-

There total 2 articles about Pyrrolidine, 1-[[(1R)-1-ethyl-2-methoxy-5-(phenylmethyl)-2,5-cyclohexadien-1-yl]carb onyl]-2-(methoxymethyl)-, (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: 93.0%

(2'S)-5-benzyl-2-methoxy-1-[[2'-(methoxymethyl)pyrrolidinyl]carbonyl]benzene (210684-35-8) → (2'S,6R)-4-benzyl-6-ethyl-1-methoxy-6-[[2'-(methoxymethyl)pyrrolidinyl]carbonyl]-1,4-cyclohexadiene (210684-40-5)

Guidance literature:

(2'S)-5-benzyl-2-methoxy-1-[[2'-(methoxymethyl)pyrrolidinyl]carbonyl]benzene; With ammonia; potassium; tert-butyl alcohol; In tetrahydrofuran; at -78 ℃; for 0.5h;

ethyl halide; With penta-1,3-diene; In tetrahydrofuran; at -78 ℃; for 4h;

DOI:10.1021/jo0490853

Reference yield:

ethyl iodide (75-03-6) + (2'S)-5-benzyl-2-methoxy-1-[[2'-(methoxymethyl)pyrrolidinyl]carbonyl]benzene (210684-35-8) → (2'S,6R)-4-benzyl-6-ethyl-1-methoxy-6-[[2'-(methoxymethyl)pyrrolidinyl]carbonyl]-1,4-cyclohexadiene (210684-40-5)

Guidance literature:

With penta-1,3-diene; ammonia; tert-butyl alcohol; Yield given. Multistep reaction; 1.) THF; 2.) THF;

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

Reference yield: 96.0%

(2'S,6R)-4-benzyl-6-ethyl-1-methoxy-6-[[2'-(methoxymethyl)pyrrolidinyl]carbonyl]-1,4-cyclohexadiene (210684-40-5) → (2R,2'S)-4-benzyl-2-ethyl-2-[[2'-(methoxymethyl)pyrrolidinyl]carbonyl]-cyclohex-3-en-1-one (210684-47-2)

Guidance literature:

With hydrogenchloride; In methanol; at 25 ℃;

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

upstream raw materials:

ethyl iodide

(2'S)-5-benzyl-2-methoxy-1-[[2'-(methoxymethyl)pyrrolidinyl]carbonyl]benzene

Downstream raw materials:

(2R,2'S)-4-benzyl-2-ethyl-2-[[2'-(methoxymethyl)pyrrolidinyl]carbonyl]-cyclohex-3-en-1-one

(R)-2-Benzyl-4-ethyl-5-methoxy-4-((S)-2-methoxymethyl-pyrrolidine-1-carbonyl)-cyclohexa-2,5-dienone

(2R,3R,4S)-4-benzyl-2-ethyl-3-iodo-1-oxocyclohexane-2,4-carbolactone

(5R)-5-benzyl-3-ethyl-5-[(2'-hydroxycarbonyl)ethyl]furan-2(5H)-one

Refernces

• 1、 Khim, Seock-Kyu,Dai, Mingshi,Zhang, Xuqing,Chen, Lei,Pettus, Liping,Thakkar, Kshitij,Schultz, Arthur G.. "Novel fragmentation reaction of 2-alkyl- and 2,4-dialkyl-3-iodo-1- oxocyclohexan-2,4-carbolactones". . p. 7728 - 7733. Retrieved 2007/10/03.