5-Hexynoic acid tert-butyl ester

Base Information

• Chemical Name: 5-Hexynoic acid tert-butyl ester
• CAS No.: 73448-14-3
• Molecular Formula: C10H16O2
• Molecular Weight: 168.236
• DSSTox Substance ID: DTXSID601307865
• Nikkaji Number: J1.135.682F
• Mol file: 73448-14-3.mol

Synonyms:Tert-butyl Hex-5-ynoate;5-Hexynoic acid tert-butyl ester;73448-14-3;t-butyl 5-hexynoate;t-Butyl hex-5-ynoate;Tert-butylHex-5-ynoate;1,1-Dimethylethyl 5-hexynoate;SCHEMBL6441761;XHIPLUJCVSEZTN-UHFFFAOYSA-N;DTXSID601307865;MFCD13192076;AKOS037644421;AS-53540;P16644

Chemical Property of 5-Hexynoic acid tert-butyl ester

Chemical Property:

• PSA: 26.30000
• LogP: 2.13160
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 168.115029749
• Heavy Atom Count: 12
• Complexity: 190

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)CCCC#C

Technology Process of 5-Hexynoic acid tert-butyl ester

There total 7 articles about 5-Hexynoic acid tert-butyl ester 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: 97.0%

hex-5-ynoic acid (53293-00-8) + tert-butyl alcohol (75-65-0) → hex-5-ynoic acid tert-butyl ester (73448-14-3)

Guidance literature:

With di-tert-butyl dicarbonate; magnesium chloride; at 40 ℃; for 48h;

DOI:10.1055/s-2007-990812

Reference yield: 83.0%

acetic acid tert-butyl ester (540-88-5) + but-3-yn-1-yl trifluoromethanesulfonate (32264-79-2) → hex-5-ynoic acid tert-butyl ester (73448-14-3)

Guidance literature:

acetic acid tert-butyl ester; With lithium diisopropyl amide; In tetrahydrofuran; at -80 ℃; for 1h; Inert atmosphere;

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; In tetrahydrofuran; at -80 ℃; for 0.166667h; Inert atmosphere;

but-3-yn-1-yl trifluoromethanesulfonate; In tetrahydrofuran; at -80 - 20 ℃; Inert atmosphere;

DOI:10.1021/acs.joc.0c00408

Reference yield: 64.0%

hex-5-ynoic acid (53293-00-8) + tert-Butyl 2,2,2-trichloroacetimidate (98946-18-0) → hex-5-ynoic acid tert-butyl ester (73448-14-3)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; Petroleum ether; for 2h;

upstream raw materials:

hex-5-ynoic acid

tert-butyl alcohol

tert-Butyl 2,2,2-trichloroacetimidate

di-tert-butyl dicarbonate

Downstream raw materials:

(+/-)-5-(E)-prostaglandin E₂ tert-butyl ester 9-cumyl ether 15-benzyloxymethyl ether

4-Methyl-indan-5-ol

C₁₈H₂₆O₃

C₂₀H₂₈O₅