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Cas Database

51672-37-8

51672-37-8

Identification

  • Product Name:dicyclohexyl phosphorochloridate

  • CAS Number: 51672-37-8

  • EINECS:

  • Molecular Weight:280.732

  • Molecular Formula: C12H22ClO3P

  • HS Code:

  • Mol File:51672-37-8.mol

Synonyms:dicyclohexyl phosphorochloridate

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Relevant articles and documentsAll total 5 Articles be found

Curcumin phosphate compound, preparation method and uses thereof

-

Paragraph 0100; 0101; 0103, (2016/10/08)

The present invention relates to a curcumin phosphate compound, a preparation method and uses thereof, and belongs to the field of pharmaceutical chemistry, wherein the structural general formula of the compound is defined in the specification, X is O or

Planar chirality from the chiral pool: Diastereoselective anionic phospho-fries rearrangements at ferrocene

Korb, Marcus,Lang, Heinrich

, p. 6643 - 6659 (2015/02/19)

Exclusively, the anionic phospho-Fries rearrangement has successfully been adopted on chiral ferrocenyl phosphates, resulting in diastereomeric enriched 1,2-P,O-phosphonates (up to 95% de), which can further be converted to an enantiomerically pure phosphane. A simple synthetic protocol for the preparation of all starting materials based on several chiral-pool alcohols, chiral (di)chlorophosphates, and the respective ferrocenyl phosphates is reported. Optimized reaction conditions for the anionic phospho-Fries rearrangement allow conversions at ambient temperature and the use of variable lithium amid bases and diamines in hexane, ensure virtually quantitative yields, and avoid side reactions. The (bi)cyclic alkyl substituents result in air- and moisture-stable compounds and furthermore allow the conversion of 1,1′-substituted derivatives to 1,1′,2,2′-functionalized ferrocenes, which is reported for the first time. Simultaneous rearrangements at diferrocenyl phosphates to phosphinates and even 2-hydroxy-1,3-bis(phosphonato) ferrocenes and their workup under ambient conditions can be performed. Single-crystal diffraction analysis allowed the determination of the absolute configuration of the planar chirality of two diastereomerically pure ferrocenes being the Rp isomers. Furthermore, strong T-shaped π-π interaction patterns between aromatic C5H3 and C5H4 cycles for three compounds are observed.

Artemisinin-derived dimer phosphate esters as potent anti-cytomegalovirus (anti-CMV) and anti-cancer agents: A structure-activity study

Mott, Bryan T.,He, Ran,Chen, Xiaochun,Fox, Jennifer M.,Civin, Curt I.,Arav-Boger, Ravit,Posner, Gary H.

, p. 3702 - 3707 (2013/07/27)

We recently reported the anti-cancer and anti-cytomegalovirus (CMV) activity of artemisinin-derived trioxane diphenylphosphate dimer 838. To probe the relationship between chemical structure and anti-CMV and anti-cancer activities, we now report synthesis and evaluation of a series of eight new dimer phosphate ester analogs of 838. This series of novel molecules was screened against human foreskin fibroblasts (HFFs) infected with CMV and against the human Jurkat T cell acute lymphoblastic leukemia cell line. This SAR study confirms the very high anti-CMV and anti-cancer potencies of dimer diphenyl phosphate ester 838 without its being toxic to normal cells.

Reactivity of an electrophilic hypervalent iodine trifluoromethylation reagent with hydrogen phosphates - A mechanistic study

Santschi, Nico,Geissbühler, Patrik,Togni, Antonio

experimental part, p. 83 - 86 (2012/03/27)

The electrophilic trifluoromethylation of hydrogen phosphates with the reagent trifluoromethyl-1,3-dihydro-3,3-dimethyl-1,2-benziodoxole (1) was studied by means of initial rates determined for pseudo first order setups and subsequent Taft analysis of the calculated relative rates. A positive polar sensitivity factor, indicative of a negative charge forming during the rate-determining step, was found for the whole data set.

Trichloroisocyanuric acid: An efficient reagent for the synthesis of dialkyl chlorophosphates from dialkyl phosphites

Acharya,Gupta,Shakya,Kaushik

, p. 5293 - 5295 (2007/10/03)

A mild and operationally simple method for the synthesis of dialkyl chlorophosphates is described. Trichloroisocyanuric acid is used as an effective reagent for the rapid conversion of dialkyl phosphites to their corresponding dialkyl chlorophosphates under mild conditions.

Process route upstream and downstream products

Process route

tricyclohexyl phosphite
15205-58-0

tricyclohexyl phosphite

dicyclohexyl phosphorochloridate
51672-37-8

dicyclohexyl phosphorochloridate

Conditions
Conditions Yield
With 1,3-dimethyl-2-imidazolidinone; bis(trichloromethyl) carbonate; In dichloromethane; at 0 - 35 ℃; for 3.5h;
62.5%
With 1,3-dimethyl-2-imidazolidinone; bis(trichloromethyl) carbonate; In dichloromethane; at 0 - 35 ℃; for 3.66667h; Inert atmosphere;
1.68 g
dicyclohexyl phosphonate
3808-22-8

dicyclohexyl phosphonate

dicyclohexyl phosphorochloridate
51672-37-8

dicyclohexyl phosphorochloridate

Conditions
Conditions Yield
With trichloroisocyanuric acid; In acetonitrile; at 20 ℃;
96%
With copper dichloride; In tetrahydrofuran; at 0 - 20 ℃; for 0.416667h;
cyclohexanol
108-93-0

cyclohexanol

dicyclohexyl phosphorochloridate
51672-37-8

dicyclohexyl phosphorochloridate

Conditions
Conditions Yield
cyclohexanol; With n-butyllithium; In tetrahydrofuran; diethyl ether; at -30 ℃; for 0.166667h; Inert atmosphere; Schlenk technique;
With trichlorophosphate; In tetrahydrofuran; diethyl ether; at -30 - 20 ℃; Inert atmosphere; Schlenk technique;
99%
N-chloro-succinimide
128-09-6

N-chloro-succinimide

dicyclohexyl phosphorochloridate
51672-37-8

dicyclohexyl phosphorochloridate

Conditions
Conditions Yield
With tetrachloromethane;
tricyclohexyl phosphite
15205-58-0

tricyclohexyl phosphite

dicyclohexyl phosphorochloridate
51672-37-8

dicyclohexyl phosphorochloridate

Conditions
Conditions Yield
With 1,3-dimethyl-2-imidazolidinone; bis(trichloromethyl) carbonate; In dichloromethane; at 0 - 35 ℃; for 3.5h;
62.5%
With 1,3-dimethyl-2-imidazolidinone; bis(trichloromethyl) carbonate; In dichloromethane; at 0 - 35 ℃; for 3.66667h; Inert atmosphere;
1.68 g
dicyclohexyl phosphonate
3808-22-8

dicyclohexyl phosphonate

dicyclohexyl phosphorochloridate
51672-37-8

dicyclohexyl phosphorochloridate

Conditions
Conditions Yield
With trichloroisocyanuric acid; In acetonitrile; at 20 ℃;
96%
With copper dichloride; In tetrahydrofuran; at 0 - 20 ℃; for 0.416667h;
cyclohexanol
108-93-0

cyclohexanol

dicyclohexyl phosphorochloridate
51672-37-8

dicyclohexyl phosphorochloridate

Conditions
Conditions Yield
cyclohexanol; With n-butyllithium; In tetrahydrofuran; diethyl ether; at -30 ℃; for 0.166667h; Inert atmosphere; Schlenk technique;
With trichlorophosphate; In tetrahydrofuran; diethyl ether; at -30 - 20 ℃; Inert atmosphere; Schlenk technique;
99%
N-chloro-succinimide
128-09-6

N-chloro-succinimide

dicyclohexyl phosphorochloridate
51672-37-8

dicyclohexyl phosphorochloridate

Conditions
Conditions Yield
With tetrachloromethane;

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