(S)-tert-butyl 3-(3-methylbutanoyl)pyrrolidine-1-carboxylate

Base Information

• Chemical Name: (S)-tert-butyl 3-(3-methylbutanoyl)pyrrolidine-1-carboxylate
• CAS No.: 1251570-77-0
• Molecular Formula: C14H25NO3
• Molecular Weight: 255
• Hs Code.: 2933990090
• Mol file: 1251570-77-0.mol

Synonyms:(S)-tert-butyl 3-(3-methylbutanoyl)pyrrolidine-1-carboxylate;(S)-1-Boc-3-(3-Methylbutanoyl)pyrrolidine

Chemical Property of (S)-tert-butyl 3-(3-methylbutanoyl)pyrrolidine-1-carboxylate

Chemical Property:

• PSA: 46.61000
• LogP: 2.79650
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

(S)-tert-Butyl3-(3-methylbutanoyl)pyrrolidine-1-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (S)-tert-butyl 3-(3-methylbutanoyl)pyrrolidine-1-carboxylate

There total 6 articles about (S)-tert-butyl 3-(3-methylbutanoyl)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: 99.6%

tert-butyl (3S)-3-(methoxy(methyl)carbamoyl)pyrrolidine-1-carboxylate (1204677-53-1) + isobutylmagnesium bromide (926-62-5) → tert-butyl (3S)-3-(3-methylbutanoyl)pyrrolidine-1-carboxylate (1251570-77-0)

Guidance literature:

tert-butyl (3S)-3-(methoxy(methyl)carbamoyl)pyrrolidine-1-carboxylate; isobutylmagnesium bromide; In tetrahydrofuran; at -7 - 20 ℃; Inert atmosphere;

With water; ammonium chloride; In tetrahydrofuran;

Reference yield: 94.0%

tert-butyl (3S)-3-(methoxy(methyl)carbamoyl)pyrrolidine-1-carboxylate (1204677-53-1) + 2-methylpropylmagnesium chloride (5674-02-2) → tert-butyl (3S)-3-(3-methylbutanoyl)pyrrolidine-1-carboxylate (1251570-77-0)

Guidance literature:

In tetrahydrofuran; at 22 ℃; for 16.5h; Inert atmosphere;

DOI:10.1021/ml400049p

Reference yield:

methyl 1-tert-butoxycarbonyl-3-pyrrolidinecarboxylate (122684-33-7) → tert-butyl (3S)-3-(3-methylbutanoyl)pyrrolidine-1-carboxylate (1251570-77-0)

Guidance literature:

Multi-step reaction with 5 steps

1.1: potassium carbonate / aq. phosphate buffer / 20.5 h / 20 °C / pH 7.5

2.1: lithium hydroxide; water / tetrahydrofuran / 22 °C

3.1: dichloromethane / 1 h / 22 °C / Inert atmosphere

4.1: dichloromethane / 72 h / 20 °C / Inert atmosphere

4.2: Inert atmosphere

5.1: tetrahydrofuran / 16.5 h / 22 °C / Inert atmosphere

With water; potassium carbonate; lithium hydroxide; In tetrahydrofuran; aq. phosphate buffer; dichloromethane;

DOI:10.1021/ml400049p

upstream raw materials:

tert-butyl (3S)-3-(methoxy(methyl)carbamoyl)pyrrolidine-1-carboxylate

isobutylmagnesium bromide

2-methylpropylmagnesium chloride

methyl 1-tert-butoxycarbonyl-3-pyrrolidinecarboxylate

Downstream raw materials:

(3S)-3-(1-hydroxy-3-methylbutyl)pyrrolidine-1-carboxylic acid tert-butyl ester

tert-butyl (3S)-3-[(1S)-1-hydroxy-3-methyl-butyl]pyrrolidine-1-carboxylate