1-[(Tert-butoxy)carbonyl]-2-(prop-2-en-1-yl)pyrrolidine-2-carboxylic acid

Base Information

• Chemical Name: 1-[(Tert-butoxy)carbonyl]-2-(prop-2-en-1-yl)pyrrolidine-2-carboxylic acid
• CAS No.: 315234-49-2
• Molecular Formula: C₁₃H₂₁NO₄
• Molecular Weight: 255.314
• European Community (EC) Number: 826-219-9
• DSSTox Substance ID: DTXSID10404818
• Mol file: 315234-49-2.mol

Synonyms:315234-49-2;Boc-alpha-allyl-DL-Pro-OH;1-[(tert-butoxy)carbonyl]-2-(prop-2-en-1-yl)pyrrolidine-2-carboxylic acid;Boc-|A-allyl-DL-Pro-OH;1-[(2-methylpropan-2-yl)oxycarbonyl]-2-prop-2-enylpyrrolidine-2-carboxylic acid;MFCD06659382;N-Boc-2-allyl-L-proline;Boc- alpha -allyl-DL-Pro-OH;SCHEMBL7258557;DTXSID10404818;AKOS004910659;HY-W142060;Boc-alpha-allyl-DL-Pro-OH, >=96.0%;SY255726;CS-0201845;FT-0769479;FT-0770703;FT-0774421;EN300-172816;J-018450;1-[(tert-butoxy)carbonyl]-2-(prop-2-en-1-yl)pyrrolidine-2-carboxylicacid

Chemical Property of 1-[(Tert-butoxy)carbonyl]-2-(prop-2-en-1-yl)pyrrolidine-2-carboxylic acid

Chemical Property:

• Vapor Pressure: 2.67E-06mmHg at 25°C
• Boiling Point: 364.3°C at 760 mmHg
• Flash Point: 174.1°C
• PSA: 66.84000
• Density: 1.125g/cm³
• LogP: 2.35470
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 255.14705815
• Heavy Atom Count: 18
• Complexity: 359

Purity/Quality:

99% ^*data from raw suppliers

Boc-α-allyl-DL-Pro-OH ≥96.0% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCCC1(CC=C)C(=O)O

Technology Process of 1-[(Tert-butoxy)carbonyl]-2-(prop-2-en-1-yl)pyrrolidine-2-carboxylic acid

There total 1 articles about 1-[(Tert-butoxy)carbonyl]-2-(prop-2-en-1-yl)pyrrolidine-2-carboxylic acid 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:

1-tert-butyl 2-methyl 2-(prop-2-en-1-yl)pyrrolidine-1,2-dicarboxylate (112348-45-5) → 2-allyl-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylic acid (315234-49-2)

Guidance literature:

1-tert-butyl 2-methyl 2-(prop-2-en-1-yl)pyrrolidine-1,2-dicarboxylate; With potassium hydroxide; In ethanol; water; for 48h;

With hydrogenchloride; In ethanol; water; pH=3;

Reference yield:

2-allyl-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylic acid (315234-49-2) → tert-butyl 2-allyl-2-((2,4-dinitrophenoxy)(methyl)carbamoyl)pyrrolidine-1-carboxylate

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0 - 20 °C

2.1: sodium hydride / tetrahydrofuran / 1 h / 0 °C / Schlenk technique; Inert atmosphere

2.2: 0 - 20 °C / Schlenk technique; Inert atmosphere

With sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jacs.6b04920

upstream raw materials:

1-tert-butyl 2-methyl 2-(prop-2-en-1-yl)pyrrolidine-1,2-dicarboxylate