Tert-butyl 4-ethynylpiperidine-1-carboxylate

Base Information

• Chemical Name: Tert-butyl 4-ethynylpiperidine-1-carboxylate
• CAS No.: 287192-97-6
• Molecular Formula: C12H19NO2
• Molecular Weight: 209.288
• Hs Code.: 2933399090
• European Community (EC) Number: 800-751-1
• DSSTox Substance ID: DTXSID90573995
• Nikkaji Number: J2.282.164D
• Wikidata: Q72449254
• Mol file: 287192-97-6.mol

Synonyms:287192-97-6;tert-butyl 4-ethynylpiperidine-1-carboxylate;1-Boc-4-ethynylpiperidine;4-Ethynylpiperidine-1-carboxylic acid tert-butyl ester;1-PIPERIDINECARBOXYLIC ACID, 4-ETHYNYL-, 1,1-DIMETHYLETHYL ESTER;MFCD09038026;4-ethynyl-piperidine-1-carboxylic acid tert-butyl ester;N-Boc-4-ethynylpiperidine;N-BOC4-ethynylpiperidin;N-BOC-4-ethynylpiperidin;SCHEMBL427670;4-ethynyl-1-piperidinecarboxylic acid tert-butyl ester;DTXSID90573995;INUWDZDWSJJFSQ-UHFFFAOYSA-N;BCP14550;AKOS015836199;CS-W009045;PB25108;AS-11444;SY033621;tert-butyl4-ethynylpiperidine-1-carboxylate;A5423;AM20090372;tert-butyl 4-ethynyl-piperidine-1-carboxylate;EN300-133344;A819554;J-524701

Chemical Property of Tert-butyl 4-ethynylpiperidine-1-carboxylate

Chemical Property:

• Vapor Pressure: 0.007mmHg at 25°C
• Refractive Index: 1.491
• Boiling Point: 269.583 °C at 760 mmHg
• PKA: -2.20±0.40(Predicted)
• Flash Point: 116.84 °C
• PSA: 29.54000
• Density: 1.026 g/cm³
• LogP: 2.20460
• Storage Temp.: 2-8°C
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 209.141578849
• Heavy Atom Count: 15
• Complexity: 274

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-Boc-4-ethynylpiperidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCC(CC1)C#C
• Uses: tert-Butyl 4-Ethynylpiperidine-1-carboxylate is a useful research chemical.

Technology Process of Tert-butyl 4-ethynylpiperidine-1-carboxylate

There total 8 articles about Tert-butyl 4-ethynylpiperidine-1-carboxylate 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: 98.0%

methanol (67-56-1) + tert butyl 4-formylpiperidine-1-carboxylate (137076-22-3) → 4-ethynyl-piperidine-1-carboxylic acid tert-butyl ester (287192-97-6)

Guidance literature:

With dimethyl 1-(1-diazo-2-oxopropyl)phosphonate; potassium carbonate; at 20 ℃; for 16h; Inert atmosphere;

Reference yield: 96.0%

dimethyl 1-(1-diazo-2-oxopropyl)phosphonate (90965-06-3) + tert butyl 4-formylpiperidine-1-carboxylate (137076-22-3) → 4-ethynyl-piperidine-1-carboxylic acid tert-butyl ester (287192-97-6)

Guidance literature:

With potassium carbonate; In methanol; for 3h;

DOI:10.1021/ja034247i

Reference yield: 84.0%

4-(2,2-dibromo-vinyl)-piperidine-1-carboxylic acid tert-butyl ester (203664-61-3) → 4-ethynyl-piperidine-1-carboxylic acid tert-butyl ester (287192-97-6)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.5h; Inert atmosphere;

DOI:10.1021/acs.orglett.8b03777

upstream raw materials:

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

tert butyl 4-formylpiperidine-1-carboxylate

diazo(diethoxyphosphoryl)acetic acid methyl ester

4-(2,2-dibromo-vinyl)-piperidine-1-carboxylic acid tert-butyl ester

Downstream raw materials:

tert-butyl 4-((3-(ethyl(tetrahydro-2H-pyran-4-yl)amino)-5-(methoxycarbonyl)-4-methylphenyl)ethynyl)piperidine-1-carboxylate

4-[5-(2-fluoro-4-methanesulfonyl-phenyl)-furo[2,3-c]pyridin-2-yl]-piperidine-1-carboxylic acid 1-methyl-cyclopropyl ester

4-[5-(2-fluoro-4-methanesulfonyl-phenyl)-furo[2,3-c]pyridin-2-yl]-piperidine-1-carboxylic acid isopropyl ester

5-(2-fluoro-4-methanesulfonyl-phenyl)-2-[1-(2-fluoro-2-methyl-propyl)-piperidin-4-yl]-furo[2,3-c]pyridine

Refernces

• 1、 Bédard, Sandrine,Cavallo, Luigi,Falivene, Laura,Gauthier, Rapha?l,Nolan, Steven P.,Paquin, Jean-Fran?ois,Saab, Marina,Tzouras, Nikolaos V.,Van Hecke, Kristof,Zhang, Ziyun. "Gold N-Heterocyclic Carbene Catalysts for the Hydrofluorination of Alkynes Using Hydrofluoric Acid: Reaction Scope, Mechanistic Studies and the Tracking of Elusive Intermediates". . . Retrieved 2021/12/09.
• 2、 -. "TARGETED BIFUNCTIONAL DEGRADERS". Page/Page column 166; 167. . Retrieved 2021/04/17.