(2-(tert-Butoxy)-2-oxoethyl)triphenylphosphonium chloride

Base Information

• Chemical Name: (2-(tert-Butoxy)-2-oxoethyl)triphenylphosphonium chloride
• CAS No.: 35000-37-4
• Molecular Formula: C24H26 O2 P . Cl
• Molecular Weight: 412.896
• Hs Code.: 2931900090
• European Community (EC) Number: 609-051-9
• DSSTox Substance ID: DTXSID70583436
• Mol file: 35000-37-4.mol

Synonyms:35000-37-4;(tert-Butoxycarbonylmethyl)triphenylphosphonium chloride;(2-(tert-Butoxy)-2-oxoethyl)triphenylphosphonium chloride;(Tert-Buloxycarbonylmethyl)Triphenylphosphonium Chloride;[2-[(2-methylpropan-2-yl)oxy]-2-oxoethyl]-triphenylphosphanium;chloride;EC 609-051-9;SCHEMBL666872;(tert-butoxycarbonylmethyl)triphenyl-phosphonium chloride;DTXSID70583436;MFCD00043160;AKOS015833185;NS00020799;E78122;J-019827;(t-butoxycarbonylmethyl)-triphenylphosphonium chloride;(2-(tert-Butoxy)-2-oxoethyl)triphenylphosphoniumchloride;(2-tert-butoxy-2-oxoethyl)triphenylphosphonium chloride;(2-tert-Butoxy-2-oxoethyl)(triphenyl)phosphanium chloride;(2-tert-Butoxy-2-oxoethyl)-triphenyl-phosphonium chloride;(tert-Butoxycarbonylmethyl)triphenylphosphonium chloride, >=98.0%

Chemical Property of (2-(tert-Butoxy)-2-oxoethyl)triphenylphosphonium chloride

Chemical Property:

• Vapor Pressure: 0.001Pa at 20℃
• Melting Point: 191-193°C
• Boiling Point: 237.3°Cat760mmHg
• Flash Point: 97.3°C
• PSA: 39.89000
• Density: 1.165g/cm³
• LogP: 1.32620
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 412.1358948
• Heavy Atom Count: 28
• Complexity: 418

Purity/Quality:

99.9% ^*data from raw suppliers

(tert-Butoxycarbonylmethyl)triphenylphosphonium chloride ≥98.0% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)C[P+](C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3.[Cl-]
• Uses: Reactant for:Stereoselective preparation of (arylamino)quinazoline derivatives bearing tethered acrylamide moieties as inhibitors of epidermal growth factor receptor and histone deacetylaseThermal decomposition reactions

Technology Process of (2-(tert-Butoxy)-2-oxoethyl)triphenylphosphonium chloride

There total 4 articles about (2-(tert-Butoxy)-2-oxoethyl)triphenylphosphonium chloride 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%

tert-Butyl chloroacetate (107-59-5) + triphenylphosphine (603-35-0) → (tert-butyloxycarbonylmethyl)triphenylphosphonium chloride (35000-37-4)

Guidance literature:

In benzene; at 20 ℃; for 4h;

DOI:10.1080/10426500701613030

Reference yield:

(tert-butoxycarbonylmethyl)triphenylphosphonium bromide (59159-39-6) → (tert-butyloxycarbonylmethyl)triphenylphosphonium chloride (35000-37-4)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydroxide

2: benzene / addition at o deg C, and for 16 h at room temperature

With sodium hydroxide; In benzene;

DOI:10.1016/S0040-4039(01)91269-9

Reference yield:

(tert-Butoxycarbonylmethylene)triphenylphosphorane (86302-43-4,35000-38-5) + (S)-2-acetoxypropanoyl chloride (36394-75-9) → (tert-butyloxycarbonylmethyl)triphenylphosphonium chloride (35000-37-4) + t-butyl (S)-4-acetoxy-3-oxo-2-triphenylphosphoranylidenepentanoate (95832-96-5)

Guidance literature:

In benzene; Yields of byproduct given; addition at 0 deg C, and for 16 h at room temperature;

DOI:10.1016/S0040-4039(01)91269-9

upstream raw materials:

tert-Butyl chloroacetate

triphenylphosphine

(tert-Butoxycarbonylmethylene)triphenylphosphorane

(S)-2-acetoxypropanoyl chloride

Downstream raw materials:

tert-butyl (E)-3-(4-methoxyphenyl)prop-2-enoate

3-[3-{4-(3-chloro-4-(3-fluorobenzyloxy)phenylamino)quinazolin-6-yl}phenyl]acrylic acid tert-butyl ester

3-[4-{4-(3-chloro-4-(3-fluorobenzyloxy)phenylamino)quinazolin-6-yl}phenyl]acrylic acid tert-butyl ester

3-[5-{4-(3-Chloro-4-(3-fluorobenzyloxy)phenylamino)quinazolin-6-yl}thiophene-2-yl] acrylic acid tert-butyl ester

Refernces

• 1、 Aitken, R. Alan,Armstrong, Jill M.,Drysdale, Martin J.,Ross, Fiona C.,Ryan, Bruce M.. "Flash vacuum pyrolysis of stabilised phosphorus ylides. Part 15. Generation of alkoxycarbonyl(sulfenyl)carbenes and their intramolecular insertion to give alkenyl sulfides". . p. 593 - 604. Retrieved 2007/10/03.
• 2、 Hiyama, Tamejiro,Kobayashi, Kumi,Fujita, Makoto. "SYNTHESIS OF 1-SUBSTITUTED (S)-4-ACETOXY-1-PENTEN-3-ONES USING (S)-LACTIC ACID AS A CHIRAL SOURCE AND THEIR SYNTHETIC REACTIONS". . p. 4959 - 4962. Retrieved 2007/10/02.