(S)-tert-butyl 2-oxo-5-(phenylselanylmethyl)pyrrolidine-1-carboxylate

Base Information

• Chemical Name: (S)-tert-butyl 2-oxo-5-(phenylselanylmethyl)pyrrolidine-1-carboxylate
• CAS No.: 1448621-31-5
• Molecular Formula: C₁₆H₂₁NO₃Se
• Molecular Weight: 354.308
• Mol file: 1448621-31-5.mol

Synonyms:(S)-tert-butyl 2-oxo-5-(phenylselanylmethyl)pyrrolidine-1-carboxylate

Chemical Property of (S)-tert-butyl 2-oxo-5-(phenylselanylmethyl)pyrrolidine-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-tert-butyl 2-oxo-5-(phenylselanylmethyl)pyrrolidine-1-carboxylate

There total 6 articles about (S)-tert-butyl 2-oxo-5-(phenylselanylmethyl)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: 95.0%

di-tert-butyl dicarbonate (24424-99-5) + (S)-5-(phenylselanylmethyl)pyrrolidin-2-one (1448621-18-8) → (S)-tert-butyl 2-oxo-5-(phenylselanylmethyl)pyrrolidine-1-carboxylate (1448621-31-5)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 20 ℃; Inert atmosphere;

DOI:10.1039/c3ob40879e

Reference yield:

(S)-Pyroglutaminol (17342-08-4) → (S)-tert-butyl 2-oxo-5-(phenylselanylmethyl)pyrrolidine-1-carboxylate (1448621-31-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: triethylamine / dichloromethane / 3 h / 0 °C

2.1: sodium tetrahydroborate / tetrahydrofuran; ethanol / 0.17 h / 20 °C / Inert atmosphere

2.2: 24 h / 20 °C / Inert atmosphere

3.1: triethylamine; dmap / dichloromethane / 20 °C / Inert atmosphere

With dmap; sodium tetrahydroborate; triethylamine; In tetrahydrofuran; ethanol; dichloromethane;

DOI:10.1039/c3ob40879e

Reference yield:

L-glutamic acid (56-86-0,21675-62-7,23009-64-5,25104-13-6,84960-48-5,25513-46-6) → (S)-tert-butyl 2-oxo-5-(phenylselanylmethyl)pyrrolidine-1-carboxylate (1448621-31-5)

Guidance literature:

Multi-step reaction with 6 steps

1.1: water / 63 h / Reflux

2.1: thionyl chloride / 48 h / 20 °C

3.1: sodium tetrahydroborate; ethanol / 2 h / 20 °C

4.1: triethylamine / dichloromethane / 3 h / 0 °C

5.1: sodium tetrahydroborate / tetrahydrofuran; ethanol / 0.17 h / 20 °C / Inert atmosphere

5.2: 24 h / 20 °C / Inert atmosphere

6.1: triethylamine; dmap / dichloromethane / 20 °C / Inert atmosphere

With dmap; sodium tetrahydroborate; thionyl chloride; ethanol; water; triethylamine; In tetrahydrofuran; ethanol; dichloromethane;

DOI:10.1039/c3ob40879e

upstream raw materials:

di-tert-butyl dicarbonate

(S)-5-(phenylselanylmethyl)pyrrolidin-2-one

L-glutamic acid

methyl (S)-pyroglutamate

Downstream raw materials:

(S)-4-(tert-butoxycarbonylamino)-5-(phenylselanyl)pentanoic acid