Phosphonic acid, (1-hydroxyhexyl)-, bis(1-methylethyl) ester

Base Information

• Chemical Name: Phosphonic acid, (1-hydroxyhexyl)-, bis(1-methylethyl) ester
• CAS No.: 173035-21-7
• Molecular Formula: C₁₂H₂₇O₄P
• Molecular Weight: 266.318
• Mol file: 173035-21-7.mol

Synonyms:

Chemical Property of Phosphonic acid, (1-hydroxyhexyl)-, bis(1-methylethyl) ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Phosphonic acid, (1-hydroxyhexyl)-, bis(1-methylethyl) ester

There total 5 articles about Phosphonic acid, (1-hydroxyhexyl)-, bis(1-methylethyl) 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: 90.0%

diisopropyl hydrogenphosphonate (1809-20-7) + hexanal (66-25-1) → diisopropyl 1-hydroxyhexylphosphonate (173035-21-7)

Guidance literature:

diisopropyl hydrogenphosphonate; With n-butyllithium; In diethyl ether; hexane; at -78 ℃; for 0.5h;

hexanal; In diethyl ether; for 1h;

With sulfuric acid; In diethyl ether; for 0.166667h; Further stages.;

DOI:10.1002/adsc.200303135

Reference yield: 87.0%

Phosphoric acid diisopropyl ester 1-tributylstannanyl-hexyl ester → diisopropyl 1-hydroxyhexylphosphonate (173035-21-7)

Guidance literature:

With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; In diethyl ether; pentane; at -78 ℃; for 0.5h;

DOI:10.1007/BF00807567

Reference yield: 77.0%

diisopropyl phosphite (691-96-3) + hexanal (66-25-1) → diisopropyl 1-hydroxyhexylphosphonate (173035-21-7)

Guidance literature:

With tert-butylimino-tris(dimethylamino)phosphorane; In diethyl ether; for 20h; Ambient temperature;

DOI:10.1055/s-1995-4083

upstream raw materials:

diisopropyl phosphite

hexanal

diisopropyl hydrogenphosphonate

triisopropyl phosphite

Refernces

• 1、 Drescher,Hammerschmidt,Kahlig. "Enzymes in organic chemistry; Part 3: Enantioselective hydrolysis of 1-acyloxyalkylphosphonates by lipase from Aspergillus niger (lipase AP 6)". . p. 1267 - 1272. Retrieved 1995.
• 2、 Hammerschmidt, Friedrich,Schmidt, Susanne. "The phosphonate-phosphate and phosphate-phosphonate rearrangements and their applications, VI: Metallation of phosphorylated aliphatic alcohols to configurationally stable α-oxyalkyllithium compounds - use of the phosphoryl group as an activating group and electrophile". . p. 2239 - 2245. Retrieved 2007/10/03.