1-Pyrrolidinecarboxylic acid, 2-[(1E)-4-chloro-1-(2-methoxy-2-oxoethylidene)butyl]-, 1,1-dimethylethyl ester

Base Information

• Chemical Name: 1-Pyrrolidinecarboxylic acid, 2-[(1E)-4-chloro-1-(2-methoxy-2-oxoethylidene)butyl]-, 1,1-dimethylethyl ester
• CAS No.: 321572-25-2
• Molecular Formula: C16H26ClNO4
• Molecular Weight: 331.84
• Mol file: 321572-25-2.mol

Synonyms:

Chemical Property of 1-Pyrrolidinecarboxylic acid, 2-[(1E)-4-chloro-1-(2-methoxy-2-oxoethylidene)butyl]-, 1,1-dimethylethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-Pyrrolidinecarboxylic acid, 2-[(1E)-4-chloro-1-(2-methoxy-2-oxoethylidene)butyl]-, 1,1-dimethylethyl ester

There total 2 articles about 1-Pyrrolidinecarboxylic acid, 2-[(1E)-4-chloro-1-(2-methoxy-2-oxoethylidene)butyl]-, 1,1-dimethylethyl ester 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: 71.0%

tert-butyl pyrrolidine-1-carboxylate (86953-79-9) + (E)-methyl 6-chloro-3-iodo-2-hexenoate (402937-96-6) → (E)-methyl 3-[[(1,1-dimethylethoxy)carbonyl]-2-pyrrolidinyl]-6-chloro-2-hexenoate (321572-25-2)

Guidance literature:

tert-butyl pyrrolidine-1-carboxylate; With sec.-butyllithium; (-)-sparteine; In tetrahydrofuran; cyclohexane; at -78 ℃; for 1h;

In tetrahydrofuran; at -78 - -55 ℃; for 1h;

(E)-methyl 6-chloro-3-iodo-2-hexenoate; In tetrahydrofuran; at -55 - 20 ℃; Further stages.;

DOI:10.1021/jo016053w

Reference yield:

tert-butyl pyrrolidine-1-carboxylate (86953-79-9) + Methyl 6-chloro-2-hexynoate (51804-12-7) → (Z)-methyl 3-[[(1,1-dimethylethoxy)carbonyl]-2-pyrrolidinyl]-6-chloro-2-hexenoate (321572-35-4) + (E)-methyl 3-[[(1,1-dimethylethoxy)carbonyl]-2-pyrrolidinyl]-6-chloro-2-hexenoate (321572-25-2)

Guidance literature:

tert-butyl pyrrolidine-1-carboxylate; With sec.-butyllithium; (-)-sparteine; In tetrahydrofuran; at -78 ℃; for 1.25h;

In tetrahydrofuran; at -78 - -55 ℃; for 0.75h;

Methyl 6-chloro-2-hexynoate; With chloro-trimethyl-silane; In tetrahydrofuran; at -60 - 20 ℃;

DOI:10.1021/jo0056038

upstream raw materials:

tert-butyl pyrrolidine-1-carboxylate

Methyl 6-chloro-2-hexynoate

(E)-methyl 6-chloro-3-iodo-2-hexenoate

Refernces

• 1、 Dieter,Lu,Velu. "Conjugate addition reactions of α-aminoalkylcuprates with α,β-alkenyl-, α,β-alkynyl-, α,β-allenyl-, and α,β-γ,δ-dienyl carboxylic acid derivatives, nitriles, and sulfoxides". . p. 8715 - 8724. Retrieved 2007/10/03.