1-Boc-2-Ethynylpyrrolidine

Base Information

• Chemical Name: 1-Boc-2-Ethynylpyrrolidine
• CAS No.: 316141-37-4
• Molecular Formula: C11H17NO2
• Molecular Weight: 195.261
• European Community (EC) Number: 833-955-4
• DSSTox Substance ID: DTXSID40563402
• Nikkaji Number: J3.383.350D
• Mol file: 316141-37-4.mol

Synonyms:1-Boc-2-Ethynylpyrrolidine;316141-37-4;TERT-BUTYL 2-ETHYNYLPYRROLIDINE-1-CARBOXYLATE;1-Pyrrolidinecarboxylic acid, 2-ethynyl-, 1,1-dimethylethyl ester;MFCD12032142;MFCD10698158;MFCD10698161;1-Pyrrolidinecarboxylic acid, 2-ethynyl-, 1,1-dimethylethyl ester, (2R)-;1-Pyrrolidinecarboxylic acid, 2-ethynyl-, 1,1-dimethylethyl ester, (2S)-;(S)-N-tert-Butoxycarbonyl-2-ethynylpyrrolidine;1-(tert-butoxycarbonyl)-2-ethynylpyrrolidine;Boc-2-ethynyl-pyrrolidine;SCHEMBL889059;DTXSID40563402;MKFYNQAKTJFISL-UHFFFAOYSA-N;BCP15219;AKOS016001558;AB61428;AB61433;CS-W006717;SB11761;DS-13116;SY037494;SY103406;SY113964;AM20090453;1-(tert-butoxycarbonyl)-2-ethynyl pyrrolidine;EN300-311651;F30047;A857307;F2147-2044

Chemical Property of 1-Boc-2-Ethynylpyrrolidine

Chemical Property:

• Vapor Pressure: 0.023mmHg at 25°C
• Refractive Index: 1.492
• Boiling Point: 249.165 °C at 760 mmHg
• PKA: -3.16±0.40(Predicted)
• Flash Point: 104.491 °C
• PSA: 29.54000
• Density: 1.041 g/cm³
• LogP: 1.95700
• Storage Temp.: 2-8°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:

99.3% ^*data from raw suppliers

1-Boc-2-Ethynylpyrrolidine ^*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

Technology Process of 1-Boc-2-Ethynylpyrrolidine

There total 4 articles about 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: 84.0%

→ (R)-2-ethynyl-1-pyrrolidinecarboxylic acid,1,1-dimethylethyl ester (316141-37-4)

Guidance literature:

Reference yield: 81.0%

N-(tert-butoxycarbonyl)pyrrolidine-2-carboxaldehyde (59378-82-4,117625-90-8) + dimethyl 1-(1-diazo-2-oxopropyl)phosphonate (90965-06-3) → (R)-2-ethynyl-1-pyrrolidinecarboxylic acid,1,1-dimethylethyl ester (316141-37-4)

Guidance literature:

With potassium carbonate; In methanol; at 20 ℃; for 12h;

Reference yield: 58.0%

2-[(methoxymethylamino) carbonyl]-1-pyrrolidinecarboxylic acid, 1,1-dimethylethyl ester + dimethyl 1-(1-diazo-2-oxopropyl)phosphonate (90965-06-3) → (R)-2-ethynyl-1-pyrrolidinecarboxylic acid,1,1-dimethylethyl ester (316141-37-4)

Guidance literature:

2-[(methoxymethylamino) carbonyl]-1-pyrrolidinecarboxylic acid, 1,1-dimethylethyl ester; With diisobutylaluminium hydride; In n-heptane; dichloromethane; at -78 ℃; for 1.25h;

With methanol; In n-heptane; dichloromethane;

dimethyl 1-(1-diazo-2-oxopropyl)phosphonate; With water; potassium carbonate; Rochelle's salt; more than 3 stages;

upstream raw materials:

dimethyl 1-(1-diazo-2-oxopropyl)phosphonate

N-(tert-butoxycarbonyl)pyrrolidine-2-carboxaldehyde

Downstream raw materials:

7-[2-((Z)-3-diethylaminoprop-1-enyl)-4-fluorobenzenesulfonylamino]-1,2,3,3a,4,5-hexahydropyrrolo[1,2-a]quinoline-6-carboxylic acid

tert-butyl 2-[3-(2,2-dimethylpropionylamino)-2-methoxycarbonylphenyl-ethynyl]-pyrrolidine-1-carboxylate

tert-butyl 2-{2-[3-(2,2-dimethylpropionylamino)-2-methoxycarbonylphenyl]-ethyl}-pyrrolidine-1-carboxylate

tert butyl 2-{2-[6-bromo-3-(2,2-dimethylpropionylamino)-2-methoxycarbonyl-phenyl]-ethyl}-pyrrolidine-1-carboxylate

Refernces

• 1、 Alcaide, Benito,Almendros, Pedro,Quiros, M. Teresa,Fernandez, Israel. "Gold-catalyzed oxycyclization of allenic carbamates: Expeditious synthesis of 1,3-oxazin-2-ones". . p. 818 - 826. Retrieved 2013/06/05.
• 2、 -. "Heterocyclic acetylenic amines having central nervous system activity". . . Retrieved 2008/06/13.