(R)-N-BOC-2-methylproline

Base Information

• Chemical Name: (R)-N-BOC-2-methylproline
• CAS No.: 166170-15-6
• Molecular Formula: C11H19NO4
• Molecular Weight: 229.276
• Mol file: 166170-15-6.mol

Synonyms:1,2-Pyrrolidinedicarboxylicacid, 2-methyl-, 1-(1,1-dimethylethyl) ester, (R)-;(R)-Boc-2-methylproline;

Chemical Property of (R)-N-BOC-2-methylproline

Chemical Property:

• Melting Point: 127-129℃
• Boiling Point: 337.762 °C at 760 mmHg
• PKA: 4.20±0.20(Predicted)
• Flash Point: 158.073 °C
• PSA: 66.84000
• Density: 1.16g/cm³
• LogP: 1.79850
• Storage Temp.: 2-8°C

Purity/Quality:

99.9% ^*data from raw suppliers

(R)-1-(tert-Butoxycarbonyl)-2-methylpyrrolidine-2-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (R)-N-BOC-2-methylproline

There total 5 articles about (R)-N-BOC-2-methylproline 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: 99.3%

(R)-2-benzyl 1-tert-butyl 2-methylpyrrolidine-1,2-dicarboxylate (912445-03-5) → (R)-1-(tert-butoxycarbonyl)-2-methylpyrrolidine-2-carboxylic acid (166170-15-6)

Guidance literature:

With 5%-palladium/activated carbon; hydrogen; In ethanol; at 20 ℃; under 2828.7 Torr; Inert atmosphere;

DOI:10.1021/acs.joc.8b02866

Reference yield: 93.0%

di-tert-butyl dicarbonate (24424-99-5) + (R)-2-Methyl-1-azacyclopentan-2-carbonsaeure (63399-77-9) → (R)-1-(tert-butoxycarbonyl)-2-methylpyrrolidine-2-carboxylic acid (166170-15-6)

Guidance literature:

With tetramethyl ammoniumhydroxide; In acetonitrile; at 20 - 40 ℃;

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → (R)-1-(tert-butoxycarbonyl)-2-methylpyrrolidine-2-carboxylic acid (166170-15-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: tert-butyl methyl ether / 25 °C

1.2: 1 h / 25 °C

2.1: lithium hexamethyldisilazane / tetrahydrofuran / 0 °C

3.1: 5%-palladium/activated carbon; hydrogen / ethanol / 20 °C / 2828.7 Torr / Inert atmosphere

With 5%-palladium/activated carbon; hydrogen; lithium hexamethyldisilazane; In tetrahydrofuran; ethanol; tert-butyl methyl ether;

DOI:10.1021/acs.joc.8b02866

upstream raw materials:

(R)-2-benzyl 1-tert-butyl 2-methylpyrrolidine-1,2-dicarboxylate

di-tert-butyl dicarbonate

(R)-2-Methyl-1-azacyclopentan-2-carbonsaeure

Downstream raw materials:

tert-butyl (R)-2-(hydroxymethyl)-2-methylpyrrolidine-1-carboxylate

veliparib