Triethyl 4-phosphonobutyrate

Base Information

• Chemical Name: Triethyl 4-phosphonobutyrate
• CAS No.: 2327-69-7
• Molecular Formula: C10H21O5P
• Molecular Weight: 252.247
• Hs Code.: 29159000
• European Community (EC) Number: 670-931-0
• NSC Number: 133820
• DSSTox Substance ID: DTXSID50299942
• Nikkaji Number: J364.671H
• Wikidata: Q82042663
• Mol file: 2327-69-7.mol

Synonyms:triethyl 4-phosphonobutyrate;2327-69-7;ethyl 4-(diethoxyphosphoryl)butanoate;TRIETHYL4-PHOSPHONOBUTYRATE;ethyl 4-diethoxyphosphorylbutanoate;Butanoic acid, 4-(diethoxyphosphinyl)-, ethyl ester;MFCD00015168;Butyric acid, 4-diethylphosphono-, ethyl ester;Triethyl-4-phosphono butyrate;NSC133820;Triethyl 4-phosphonobutanoate;SCHEMBL2235112;DTXSID50299942;AMY20626;CAA32769;AKOS015951344;NSC-133820;AS-68726;SY020318;CS-0128907;Diethyl[3-(ethoxycarbonyl)propyl]phosphonate;FT-0634203;Butanoic acid,4-(diethoxyphosphinyl)-,ethyl ester

Chemical Property of Triethyl 4-phosphonobutyrate

Chemical Property:

• Appearance/Colour: clear light yellow liquid
• Vapor Pressure: 0.000187mmHg at 25°C
• Refractive Index: 1.436-1.44
• Boiling Point: 328.7 °C at 760 mmHg
• Flash Point: 166.3 °C
• PSA: 71.64000
• Density: 1.078 g/cm³
• LogP: 2.59580
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 10
• Exact Mass: 252.11266076
• Heavy Atom Count: 16
• Complexity: 231

Purity/Quality:

99% ^*data from raw suppliers

Triethyl4-Phosphonobutyrate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-36/38
• Safety Statements: 37/39-26-37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CCCP(=O)(OCC)OCC

Technology Process of Triethyl 4-phosphonobutyrate

There total 5 articles about Triethyl 4-phosphonobutyrate 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%

Ethyl 4-bromobutyrate (2969-81-5) + phosphonic acid diethyl ester (762-04-9) → ethyl 4-(diethoxyphosphoryl)butanoate (2327-69-7)

Guidance literature:

phosphonic acid diethyl ester; With sodium hydride; In tetrahydrofuran; at 0 - 20 ℃; for 0.333333h; Inert atmosphere;

Ethyl 4-bromobutyrate; In tetrahydrofuran; for 48h; Inert atmosphere;

DOI:10.1016/j.ejmech.2012.02.031

Reference yield: 82.0%

Ethyl 4-bromobutyrate (2969-81-5) + triethyl phosphite (122-52-1) → ethyl 4-(diethoxyphosphoryl)butanoate (2327-69-7)

Guidance literature:

DOI:10.1055/s-1981-29517

Reference yield:

4-butanolide (96-48-0) + triethyl phosphite (122-52-1) → ethyl 4-(diethoxyphosphoryl)butanoate (2327-69-7)

Guidance literature:

DOI:10.1021/ja01598a069

upstream raw materials:

4-butanolide

triethyl phosphite

Ethyl 4-bromobutyrate

4-chloro-butyric acid ethyl ester

Downstream raw materials:

(3-benzyloxycarbonylamino-pentadecyl)-phosphonic acid diethyl ester

diethyl 4-[benzyloxy(methyl)amino]-4-oxobutylphosphonate

diethyl 4-(benzyloxyamino)-4-oxobutylphosphonate

Refernces

• 1、 Ponaire, Sarah,Zinglé, Catherine,Tritsch, Denis,Grosdemange-Billiard, Catherine,Rohmer, Michel. "Growth inhibition of Mycobacterium smegmatis by prodrugs of deoxyxylulose phosphate reducto-isomerase inhibitors, promising anti-mycobacterial agents". experimental part. p. 277 - 285. Retrieved 2012/07/14.