Carbamic acid, [(3R)-1-methyl-3-pyrrolidinyl]-, 1,1-dimethylethyl ester (9CI)

Base Information

• Chemical Name: Carbamic acid, [(3R)-1-methyl-3-pyrrolidinyl]-, 1,1-dimethylethyl ester (9CI)
• CAS No.: 346691-01-8
• Molecular Formula: C10H20N2O2
• Molecular Weight: 200.27800
• Mol file: 346691-01-8.mol

Synonyms:tert-butyl N-[(3R)-1-methylpyrrolidin-3-yl]carbamate;(1-methyl-pyrrolidin-3R-yl)-carbamic acid tert-butyl ester;1-methyl-3-(R)-BOC-aminopyrrolidine;tert-butyl (R)-1-methylpyrrolidin-3-ylcarbamate;(R)-tert-butyl 1-methylpyrrolidin-3-ylcarbamate;3-N-tert-butoxycarbonyl-3-(R)-amino-1-methylpyrrolidine;((R)-1-Methyl-pyrrolidin-3-yl)-carbamic acid tert-butyl ester;tert-butyl (3R)-1-methylpyrrolidin-3-ylcarbamate;

Chemical Property of Carbamic acid, [(3R)-1-methyl-3-pyrrolidinyl]-, 1,1-dimethylethyl ester (9CI)

Chemical Property:

• PSA: 41.57000
• LogP: 1.54400

Purity/Quality:

98%min ^*data from raw suppliers

(R)-tert-Butyl(1-methylpyrrolidin-3-yl)carbamate 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Carbamic acid, [(3R)-1-methyl-3-pyrrolidinyl]-, 1,1-dimethylethyl ester (9CI)

There total 3 articles about Carbamic acid, [(3R)-1-methyl-3-pyrrolidinyl]-, 1,1-dimethylethyl ester (9CI) 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: 100.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 3-N-tert-butoxycarbonyl-3-(R)-aminopyrrolidine (122536-77-0,140629-77-2) → 3-N-tert-butoxycarbonyl-3-(R)-amino-1-methylpyrrolidine (346691-01-8)

Guidance literature:

formaldehyd; 3-N-tert-butoxycarbonyl-3-(R)-aminopyrrolidine; In methanol; water; at 20 ℃; for 0.0833333h; Inert atmosphere;

With sodium cyanoborohydride; In methanol; water; at 20 ℃; Inert atmosphere;

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → 3-N-tert-butoxycarbonyl-3-(R)-amino-1-methylpyrrolidine (346691-01-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.3 g / 1 N aq. NaOH / 2-methyl-propan-2-ol / 1.5 h

2: 100 percent / H₂ / palladium hydroxide / tetrahydrofuran; ethanol / 24 h

3: 390 mg / sodium borohydride / H₂O; methanol / 24 h / 20 °C

With sodium hydroxide; sodium tetrahydroborate; hydrogen; palladium dihydroxide; In tetrahydrofuran; methanol; ethanol; water; tert-butyl alcohol;

DOI:10.1021/jm010329a

Reference yield:

(3R)-1-benzyl-3-[(tert-butoxycarbonyl)(methyl)amino]pyrrolidine (131878-23-4) → 3-N-tert-butoxycarbonyl-3-(R)-amino-1-methylpyrrolidine (346691-01-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / H₂ / palladium hydroxide / tetrahydrofuran; ethanol / 24 h

2: 390 mg / sodium borohydride / H₂O; methanol / 24 h / 20 °C

With sodium tetrahydroborate; hydrogen; palladium dihydroxide; In tetrahydrofuran; methanol; ethanol; water;

DOI:10.1021/jm010329a

upstream raw materials:

formaldehyd

3-N-tert-butoxycarbonyl-3-(R)-aminopyrrolidine

di-tert-butyl dicarbonate

(3R)-1-benzyl-3-[(tert-butoxycarbonyl)(methyl)amino]pyrrolidine

Downstream raw materials:

1-methyl-3-(R)-aminopyrrolidine dihydrochloride

(R)-N,1-dimethylpyrrolidine-3-amine

2-(3-chloro-4-cyanophenyl)-3-cyclopentyl-N-methyl-N-((R)-1-methylpyrrolidin-3-yl)-3,3a,4,5-tetrahydro-2H-pyrazolo[3,4-f]quinoline-7-carboxamide

(R)-1-methylpyrrolidine-3-amine hydrochloride