tert-butyl 2-((4-methoxyphenyl)thio)pyrrolidine-1-carboxylate

Base Information

• Chemical Name: tert-butyl 2-((4-methoxyphenyl)thio)pyrrolidine-1-carboxylate
• CAS No.: 1609960-12-4
• Molecular Formula: C₁₆H₂₃NO₃S
• Molecular Weight: 309.43
• Mol file: 1609960-12-4.mol

Synonyms:tert-butyl 2-((4-methoxyphenyl)thio)pyrrolidine-1-carboxylate

Chemical Property of tert-butyl 2-((4-methoxyphenyl)thio)pyrrolidine-1-carboxylate

Chemical Property:

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Technology Process of tert-butyl 2-((4-methoxyphenyl)thio)pyrrolidine-1-carboxylate

There total 4 articles about tert-butyl 2-((4-methoxyphenyl)thio)pyrrolidine-1-carboxylate 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: 84.0%

4,4'-dimethoxyphenyl disulfide (5335-87-5) + 2-(tributylstannyl)pyrrolidine-1-carboxylic acid tert-butylester → tert-butyl 2-((4-methoxyphenyl)thio)pyrrolidine-1-carboxylate (1609960-12-4)

Guidance literature:

With potassium fluoride; 4,4'-di-tert-butyl-2,2'-bipyridine; In 1,4-dioxane; at 120 ℃; for 48h; Inert atmosphere; Irradiation;

DOI:10.1021/jacs.0c03298

Reference yield: 79.0%

4-Methoxybenzenethiol (696-63-9) + tert-butyl 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrrolidine-1-carboxylate → tert-butyl 2-((4-methoxyphenyl)thio)pyrrolidine-1-carboxylate (1609960-12-4)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 48h; Schlenk technique; Inert atmosphere; Sealed tube; Irradiation;

DOI:10.1039/c6cc06994k

Reference yield: 52.0%

4,4'-dimethoxyphenyl disulfide (5335-87-5) + tert-butyl pyrrolidine-1-carboxylate (86953-79-9) → tert-butyl 2-((4-methoxyphenyl)thio)pyrrolidine-1-carboxylate (1609960-12-4)

Guidance literature:

tert-butyl pyrrolidine-1-carboxylate; With sec.-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h; Inert atmosphere;

4,4'-dimethoxyphenyl disulfide; In tetrahydrofuran; hexane; at 20 ℃; for 18h; Inert atmosphere;

DOI:10.1039/c4ob00567h

upstream raw materials:

4,4'-dimethoxyphenyl disulfide

tert-butyl pyrrolidine-1-carboxylate

4-Methoxybenzenethiol