tert-Butyl 2-(dimethoxyphosphoryl)acetate

Base Information

• Chemical Name: tert-Butyl 2-(dimethoxyphosphoryl)acetate
• CAS No.: 62327-21-3
• Molecular Formula: C8H17O5P
• Molecular Weight: 224.194
• European Community (EC) Number: 629-650-9
• DSSTox Substance ID: DTXSID00404307
• Nikkaji Number: J1.225.500D
• Wikidata: Q72502974
• Mol file: 62327-21-3.mol

Synonyms:62327-21-3;tert-Butyl 2-(dimethoxyphosphoryl)acetate;tert-Butyl P,P-dimethylphosphonoacetate;tert-Butyl O,O-dimethylphosphonoacetate;Tert-butyl 2-dimethoxyphosphorylacetate;tert-butyl dimethylphosphonoacetate;MFCD00042939;dimethylphosphonoacetic acid tert-butyl ester;tert-Butyl (dimethoxyphosphinyl)acetate;Acetic acid, (dimethoxyphosphinyl)-, 1,1-dimethylethyl ester;SCHEMBL421908;t-Butyl dimethylphosphonoacetate;Dimethyl (Boc-methyl)phosphonate;tert-butyldimethylphosphonoacetate;DTXSID00404307;SAZYDWOWLRDDRQ-UHFFFAOYSA-N;BCP24437;tert-butyl dimethoxyphosphorylacetate;tert-butyl(dimethoxyphosphoryl)acetate;AKOS015900253;CS-W019393;Tert-butyl (dimethoxyphosphoryl)acetate;tert-butyl P,P-Dimethyl phosphonoacetate;AS-64884;dimethyl t-butoxycarbonyl-methylphosphonate;SY045276;B5094;FT-0717696;Dimethyl (tert-Butoxycarbonylmethyl)phosphonate;O12106;Dimethyl [(tert-Butoxycarbonyl)methyl]phosphonate;A868504;tert-Butyl P,P-dimethylphosphonoacetate, >=97.0% (GC)

Chemical Property of tert-Butyl 2-(dimethoxyphosphoryl)acetate

Chemical Property:

• Vapor Pressure: 0.00505mmHg at 25°C
• Refractive Index: n20/D 1.434
• Boiling Point: 275.6 °C at 760 mmHg
• Flash Point: 134.5 °C
• PSA: 71.64000
• Density: 1.115 g/cm³
• LogP: 1.81400
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 224.08136064
• Heavy Atom Count: 14
• Complexity: 235

Purity/Quality:

99% ^*data from raw suppliers

Tert-Butyl O,O-dimethylphosphonoacetate ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)CP(=O)(OC)OC
• Uses: Reactant for:Preparation of phosphonate terminated PPH dendrimers as anti-HIV-1 agentsPreparation of monodehydro diketopiperazines from ketoacyl amino acid amides via acid-catalyzed cyclizationPreparation of α,β-unsaturated esters for use in the guanidine-catalyzed oxa-Michael additionPreparation of myxopyronin B and desmethyl myxopyronin B analogs, with antibacterial activity and inhibitory activity against bacterial RNA polymeraseAllylation and subsequent ring-closing metathesis in presence of Grubbs′ catalyst or intramolecular rhodium-catalyzed cyclopropanation reactions

Technology Process of tert-Butyl 2-(dimethoxyphosphoryl)acetate

There total 1 articles about tert-Butyl 2-(dimethoxyphosphoryl)acetate 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:

trimethyl phosphonoacetate (5927-18-4) + potassium tert-butylate (865-47-4) → tert-butyl dimethylphosphonoacetate (62327-21-3)

Guidance literature:

In 2-MeTHF; at 5 - 20 ℃;

Reference yield: 100.0%

tert-butyl dimethylphosphonoacetate (62327-21-3) + 1-(3-chloro-2,6-difluoro-phenyl)-carboxaldehyde (190011-87-1) → (E)-tert-butyl 3-(3-chloro-2,6-difluorophenyl)acrylate (1094107-04-6)

Guidance literature:

With potassium carbonate; In tetrahydrofuran; for 72h;

Reference yield: 99.0%

4-(4-hydroxyphenyl)cyclohexan-1-one (105640-07-1) + tert-butyl dimethylphosphonoacetate (62327-21-3) → tert-butyl [4-(4-hydroxyphenyl)cyclohexylidene]acetate (1166827-51-5)

Guidance literature:

4-(4-hydroxyphenyl)cyclohexan-1-one; With sodium hydride; In tetrahydrofuran; mineral oil; Inert atmosphere; Cooling with ice;

tert-butyl dimethylphosphonoacetate; In tetrahydrofuran; mineral oil; at 0 - 20 ℃; for 2h; Inert atmosphere;

DOI:10.1021/jm301296t

upstream raw materials:

trimethyl phosphonoacetate

potassium tert-butylate

Downstream raw materials:

(E)-3-(4-Hydroxy-2-methyl-cyclohex-1-enyl)-acrylic acid tert-butyl ester

tert-butyl 2-(bromomethyl)acrylate

methyl (E)-5-(3-(tert-butoxy)-3-oxoprop-1-en-1-yl)picolinate

t-butyl (benzyl 5,6-dideoxy-6-dimethoxyphosphoryl-2,3-O-isopropylidene-α-D-lyxo-heptofuranosid)uronate

Refernces