(R)-1-Boc-2-Ethynylpyrrolidine

Base Information

• Chemical Name: (R)-1-Boc-2-Ethynylpyrrolidine
• CAS No.: 130418-90-5
• Molecular Formula: C11H17 N O2
• Molecular Weight: 195.261
• European Community (EC) Number: 863-612-4
• DSSTox Substance ID: DTXSID00437478
• Nikkaji Number: J2.458.959E
• Wikidata: Q72503157
• Mol file: 130418-90-5.mol

Synonyms:(R)-1-Boc-2-Ethynylpyrrolidine;130418-90-5;(R)-tert-butyl 2-ethynylpyrrolidine-1-carboxylate;Tert-butyl (2R)-2-ethynylpyrrolidine-1-carboxylate;(R)-N-tert-Butoxycarbonyl-2-ethynylpyrrolidine;1-Pyrrolidinecarboxylic acid, 2-ethynyl-, 1,1-dimethylethyl ester, (2R)-;1-Pyrrolidinecarboxylic acid, 2-ethynyl-, 1,1-dimethylethyl ester, (R)-;MFCD10698158;SCHEMBL3188564;1-Boc-2(R)-ethynylpyrrolidine;1-Pyrrolidinecarboxylic acid, 2-ethynyl-, 1,1-dimethylethyl ester, (2S)-;1-boc-2-(r)-ethynylpyrrolidine;DTXSID00437478;MKFYNQAKTJFISL-VIFPVBQESA-N;(R)-N-Boc-2-Ethynyl-pyrrolidine;AKOS006239798;AS-48253;AM20080214;CS-0079691;1-t-butyloxycarbonyl-2-(r)-ethynylpyrrolidine;EN300-298793;F30034;(R)-t-Butyl 2-ethynyl-1-pyrrolidinecarboxylate;A849555;tert-buty (2R)-2-ethynylpyrrolidine-1-carboxylate;tert-butyl (R)-2-ethynylpyrrolidine-1-carboxylate;J-505122;2beta-Ethynylpyrrolidine-1-carboxylic acid tert-butyl ester;1-Pyrrolidinecarboxylic acid,2-ethynyl-,tert-butyl ester,(2R)-;(R)-2-ethynyl-1-pyrrolidinecarboxylic acid, 1,1-dimethylethyl ester

Chemical Property of (R)-1-Boc-2-Ethynylpyrrolidine

Chemical Property:

• Vapor Pressure: 0.023mmHg at 25°C
• Boiling Point: 249.165oC at 760 mmHg
• Flash Point: 104.491oC
• PSA: 29.54000
• Density: 1.041g/cm3
• LogP: 1.95700
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 195.125928785
• Heavy Atom Count: 14
• Complexity: 269

Purity/Quality:

97% ^*data from raw suppliers

tert-butyl(2R)-2-ethynylpyrrolidine-1-carboxylate 97.0% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCCC1C#C
• Isomeric SMILES: CC(C)(C)OC(=O)N1CCC[C@@H]1C#C

Technology Process of (R)-1-Boc-2-Ethynylpyrrolidine

There total 19 articles about (R)-1-Boc-2-Ethynylpyrrolidine 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%

Boc-L-Pro-H (69610-41-9,117625-90-8) + dimethyl diazomethylphosphonate (27491-70-9,28447-24-7,25411-73-8) → (S)-tert-butyl 2-ethynylpyrrolidine-1-carboxylate (130418-90-5,130495-08-8)

Guidance literature:

With potassium carbonate; In methanol; at 20 ℃; for 18h; Inert atmosphere;

DOI:10.1002/cmdc.201900618

Reference yield: 91.0%

(S)-2-(2,2-dibromoethenyl)-1-pyrrolidinecarboxylic acid 1,1-dimethylethyl ester (130419-38-4) → (S)-tert-butyl 2-ethynylpyrrolidine-1-carboxylate (130418-90-5,130495-08-8)

Guidance literature:

With sec.-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h; Inert atmosphere;

DOI:10.1002/adsc.201000678

Reference yield: 83.0%

dimethyl 1-(1-diazo-2-oxopropyl)phosphonate (90965-06-3) + tert-butyl (2S)-2-{[N-methoxy(N-methyl)amino]carbonyl}pyrrolidine-1-carboxylate (115186-37-3) → (S)-tert-butyl 2-ethynylpyrrolidine-1-carboxylate (130418-90-5,130495-08-8)

Guidance literature:

tert-butyl (2S)-2-{[N-methoxy(N-methyl)amino]carbonyl}pyrrolidine-1-carboxylate; With diisobutylaluminium hydride; In n-heptane; dichloromethane; at -78 ℃;

dimethyl 1-(1-diazo-2-oxopropyl)phosphonate; With potassium carbonate; In methanol; n-heptane; dichloromethane; at 20 ℃; Further stages.;

DOI:10.1016/j.tetlet.2004.05.139

upstream raw materials:

Boc-L-Pro-H

(S)-2-(2,2-dibromoethenyl)-1-pyrrolidinecarboxylic acid 1,1-dimethylethyl ester

n-butyllithium

diazomethyl-trimethyl-silane

Downstream raw materials:

ethyl 4-[2-[1-(tert-butoxycarbonyl)-(2S)-pyrrolidinyl]ethynyl]phenylacetate

ethyl 4-[2-[(2S)-pyrrolidinyl]ethynyl]phenylacetate