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O,O-diethyl (S)-(4-methoxybenzyl)phosphorothioate is a chemical with a specific purpose. Lookchem provides you with multiple data and supplier information of this chemical.

18357-46-5

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18357-46-5 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 18357-46-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,8,3,5 and 7 respectively; the second part has 2 digits, 4 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 18357-46:
(7*1)+(6*8)+(5*3)+(4*5)+(3*7)+(2*4)+(1*6)=125
125 % 10 = 5
So 18357-46-5 is a valid CAS Registry Number.

18357-46-5Downstream Products

18357-46-5Relevant academic research and scientific papers

Photoinduced Decarboxylative Phosphorothiolation of N-Hydroxyphthalimide Esters

Guo, Yu,Luo, Ying,Mu, Shiqiang,Xu, Jian,Song, Qiuling

, p. 6729 - 6734 (2021/09/11)

A visible-light-induced protocol for the synthesis of phosphorothioates is developed by employing the Ir-catalyzed decarboxylative phosphorothiolation of N-hydroxyphthalimide esters. This novel synthesis method utilizes carboxylic acids as raw material, which is stable, cheap, and commercially available. Scope studies show that this reaction has good compatibility of functional groups. Notably, both the synthesis of steric hindrance phosphorothioates and the later modification of some bioactive compounds are successfully achieved.

High-efficiency green preparation method of thio-organic phosphonic acid derivative

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Paragraph 0070-0073, (2020/09/23)

The invention discloses a high-efficiency green preparation method of a thio-organic phosphonic acid derivative. The thio-organic phosphonic acid derivative is directly prepared by reaction of a P (O)-H compound, sulfur powder and alcohol, the reaction temperature is 80-120 DEG C, and the reaction time is 12-48 hours. According to the method, alcohol and sulfur powder which are stable, easy to obtain, low in price and relatively green can be directly used as raw materials, the P (O)-H compound can be directly used without any activation treatment, and the P (O)-H compound, sulfur powder and alcohol can directly react under the one-pot condition to efficiently prepare the thio-organic phosphonic acid derivative without any transition metal or non-metal catalyst and an additive. The method has the advantages of low requirements on reaction conditions, simplicity and feasibility in operation, no need of inert gas protection, water as a byproduct and small green pollution, and has high academic value and potential wide application prospect due to the wide application of the thio-organic phosphonic acid derivative in the fields of pesticides, medicines, materials and the like.

Lewis Acid Promoted Aerobic Oxidative Coupling of Thiols with Phosphonates by Simple Nickel(II) Catalyst: Substrate Scope and Mechanistic Studies

Xue, Jing-Wen,Zeng, Miao,Zhang, Sicheng,Chen, Zhuqi,Yin, Guochuan

, p. 4179 - 4190 (2019/04/30)

Exploring new catalysts for efficient organic synthesis is among the most attractive topics in chemistry. Here, using Ni(OAc)2/LA as catalyst (LA: Lewis acid), a novel catalyst strategy was developed for oxidative coupling of thiols and phosphonates to phosphorothioates with oxygen oxidant. The present study discloses that when Ni(OAc)2 alone was employed as the catalyst, the reaction proceeded very sluggishly with low yield, whereas adding non-redox-active metal ions such as Y3+ to Ni(OAc)2 dramatically promoted its catalytic efficiency. The promotional effect is highly Lewis acidity dependent on the added Lewis acid, and generally, a stronger Lewis acid provided a better promotional effect. The stopped-flow kinetics confirmed that adding Y(OTf)3 can obviously accelerate the activation of thiols by Ni(II) and next accelerate its reaction with phosphonate to generate the phosphorothioate product. ESI-MS characterizations of the catalyst disclosed the formation of the heterobimetallic Ni(II)/Y(III) species in the catalyst solution. Additionally, this Ni(II)/LA catalyst can be applied in the synthesis of a series of phosphorothioate compounds including several commercial bioactive compounds. This catalyst strategy has clearly supported that Lewis acid can significantly improve the catalytic efficiency of these traditional metal ions in organic synthesis, thus opening up new opportunities in their catalyst design.

Cs2CO3-Catalyzed Aerobic Oxidative Cross-Dehydrogenative Coupling of Thiols with Phosphonates and Arenes

Song, Song,Zhang, Yiqun,Yeerlan, Adeli,Zhu, Bencong,Liu, Jianzhong,Jiao, Ning

supporting information, p. 2487 - 2491 (2017/02/23)

An efficient Cs2CO3-catalyzed oxidative coupling of thiols with phosphonates and arenes that uses molecular oxygen as the oxidant is described. These reactions provide not only a novel alkali metal salt catalyzed aerobic oxidation, but also an efficient approach to thiophosphates and sulfenylarenes, which are ubiquitously found in pharmaceuticals and pesticides. The reaction proceeds under simple and mild reaction conditions, tolerates a wide range of functional groups, and is applicable to the late-stage synthesis and modification of bioactive molecules.

A thiophosphate synthetic method of compound and the method in a plurality of pharmaceutical application in the synthesis of (by machine translation)

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Paragraph 0147; 0148; 0149; 0150, (2017/07/20)

The invention discloses a having the general formula (III) of the thiophosphate synthetic method of compound, the purpose is to provide a novel, condition is simple, easy to industrial production of the thiophosphate synthetic method of compound. The method is to have the general formula (I) of the organophosphorus oxygen apperception compound having the general formula (II) with a mercaptan or phenyl-sulfhydryl apperception compound mixed, under the effects of catalyst, obtained by the reaction of the formula (III) of the thiophosphate compound. The method of the invention, can be cheap efficient synthesis of thiophosphate compounds, in actual production will have extensive application prospect. (by machine translation)

Ga(OTf)3-catalyzed direct substitution of alcohols with sulfur nucleophiles

Han, Xinping,Wu, Jimmy

supporting information; experimental part, p. 5780 - 5782 (2011/03/18)

It is reported that Ga(OTf)3 catalyzes the direct displacement of alcohols with sulfur nucleophiles. The products are versatile intermediates that can be utilized in carbon - carbon, carbon - sulfur bond formation or used in modified Julia olef

Process for the preparation of O,O-dialkyl-S-benzyl thiophosphates

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, (2008/06/13)

O,O-Dialkyl-S-benzyl thiophosphates are obtained by reacting a diester of phosphorous acid such as dimethyl phosphite or diethyl phosphite, in an organic solvent such as toluene or xylene which is sparingly soluble or insoluble in water, with sulfur and an alkali or alkaline earth metal hydroxide or oxide such as NaOH or Ca(OH)2, extracting the reaction product with water and then reacting the extract with a benzyl halide. In this manner, O,O-dialkyl-S-benzyl thiophosphates useful as agricultural and horticultural bactericidal and insecticidal agents are industrially advantageously obtained in a high purity and in a high yield.

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