tert-butyl (2S)-2-{[(1R)-1-(4-methoxyphenyl)ethyl]thiocarbamoyl}pyrrolidine-1-carboxylate

Base Information

• Chemical Name: tert-butyl (2S)-2-{[(1R)-1-(4-methoxyphenyl)ethyl]thiocarbamoyl}pyrrolidine-1-carboxylate
• CAS No.: 914097-71-5
• Molecular Formula: C₁₉H₂₈N₂O₃S
• Molecular Weight: 364.509

Synonyms:tert-butyl (2S)-2-{[(1R)-1-(4-methoxyphenyl)ethyl]thiocarbamoyl}pyrrolidine-1-carboxylate

Chemical Property of tert-butyl (2S)-2-{[(1R)-1-(4-methoxyphenyl)ethyl]thiocarbamoyl}pyrrolidine-1-carboxylate

Chemical Property:

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Technology Process of tert-butyl (2S)-2-{[(1R)-1-(4-methoxyphenyl)ethyl]thiocarbamoyl}pyrrolidine-1-carboxylate

There total 3 articles about tert-butyl (2S)-2-{[(1R)-1-(4-methoxyphenyl)ethyl]thiocarbamoyl}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: 70.0%

tert-butyl (2S)-2-{[(1R)-1-(4-methoxyphenyl)ethyl]carbamoyl}pyrrolidine-1-carboxylate (914097-50-0) → tert-butyl (2S)-2-{[(1R)-1-(4-methoxyphenyl)ethyl]thiocarbamoyl}pyrrolidine-1-carboxylate (914097-71-5)

Guidance literature:

With Lawessons reagent; In toluene; Heating;

DOI:10.1002/ejoc.200600219

Reference yield:

1-(tert-butoxycarbonyl)-L-proline (15761-39-4,59433-50-0) → tert-butyl (2S)-2-{[(1R)-1-(4-methoxyphenyl)ethyl]thiocarbamoyl}pyrrolidine-1-carboxylate (914097-71-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylamine; ethyl chloroformate / tetrahydrofuran / 0.5 h / 0 °C

1.2: 87 percent / tetrahydrofuran / 16 h / 20 °C

2.1: 70 percent / Lawesson's reagent / toluene / Heating

With Lawessons reagent; chloroformic acid ethyl ester; triethylamine; In tetrahydrofuran; toluene;

DOI:10.1002/ejoc.200600219

Reference yield:

1(R)-(4-methoxyphenyl)-ethylamine (6298-96-0,22038-86-4,35600-82-9,41851-59-6) → tert-butyl (2S)-2-{[(1R)-1-(4-methoxyphenyl)ethyl]thiocarbamoyl}pyrrolidine-1-carboxylate (914097-71-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylamine; ethyl chloroformate / tetrahydrofuran / 0.5 h / 0 °C

1.2: 87 percent / tetrahydrofuran / 16 h / 20 °C

2.1: 70 percent / Lawesson's reagent / toluene / Heating

With Lawessons reagent; chloroformic acid ethyl ester; triethylamine; In tetrahydrofuran; toluene;

DOI:10.1002/ejoc.200600219

upstream raw materials:

tert-butyl (2S)-2-{[(1R)-1-(4-methoxyphenyl)ethyl]carbamoyl}pyrrolidine-1-carboxylate

1-(tert-butoxycarbonyl)-L-proline

1(R)-(4-methoxyphenyl)-ethylamine

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