Production Method 1

92611-10-4

Reaction Conditions

1.1 Reagents: Phosphorus trichloride ;  20 - 30 °C
1.2 Solvents: Diethyl ether ;  0 °C; overnight, 0 °C → rt

Reference

Preparation of nucleoside cyclic phosphates as antiviral agents

, United States, , ,

Production Method 2

3279-26-3

92611-10-4

Reaction Conditions

Reference

Conceptual basis of the selective activation of bis(dialkylamino)methoxyphosphines by weak acids and its application toward the preparation of deoxynucleoside phosphoramidites in situ

Moore, Michael F.; Beaucage, Serge L., Journal of Organic Chemistry, 1985, 50(12), 2019-25

Production Method 3

92611-10-4

Reaction Conditions

Reference

Chemical synthesis of deoxyoligonucleotides by the phosphoramidite method

Caruthers, M. H.; Barone, A. D.; Beaucage, S. L.; Dodds, D. R.; Fisher, E. F.; et al, Methods in Enzymology, 1987, 154, 287-313

Production Method 4

92611-10-4

Reaction Conditions

Reference

Nucleoside phosphoramidite intermediates

, World Intellectual Property Organization, , ,

Production Method 5

56183-63-2

92611-10-4

Reaction Conditions

1.1 Reagents: Triethylamine Solvents: Diethyl ether ;  0 °C; 3 h, 0 °C

Reference

Switching lysophosphatidylserine G protein-coupled receptor agonists to antagonists by acylation of the hydrophilic serine amine

Sayama, Misa; Uwamizu, Akiharu; Ikubo, Masaya; Chen, Luying; Yan, Ge; et al, Journal of Medicinal Chemistry, 2021, 64(14), 10059-10101

Production Method 6

56183-63-2

92611-10-4

Reaction Conditions

1.1 Reagents: Triethylamine Solvents: Diethyl ether ;  0 °C; 2 h, 0 °C

Reference

Preparation of lysophosphatidylthreonine and their derivatives having activity of promoting degranulation of mast cells

, Japan, , ,

Production Method 7

3279-26-3

92611-10-4

Reaction Conditions

1.1 Solvents: Diethyl ether ;  0 °C; overnight, rt

Reference

Preparation of cyclic nucleotide analogs as antiviral, antitumor, and parasiticide agents

, World Intellectual Property Organization, , ,

Production Method 8

56183-63-2

92611-10-4

Reaction Conditions

1.1 Solvents: Chloroform ;  10 min, rt

Reference

Coupling of 1-Chloro-N,N-diisopropylphosphanamine-Based Reagents with Alcohols and Thiosulfonates: A Precise Construction of O-P(O)-S Bonds

Hussain, Feroze; Dar, Tariq Ahmad; Ahmed, Qazi Naveed, Organic Letters, 2022, 24(29), 5324-5328

Production Method 9

56183-63-2

92611-10-4

Reaction Conditions

1.1 Reagents: Triethylamine Solvents: Diethyl ether ;  0 °C; 14 h, rt

Reference

Cytotoxic and mutagenic properties of alkyl phosphotriester lesions in Escherichia coli cells

Wu, Jiabin; Wang, Pengcheng; Wang, Yinsheng, Nucleic Acids Research, 2018, 46(8), 4013-4021

Production Method 10

3279-26-3

92611-10-4

Reaction Conditions

Reference

Hybridization of phosphate-methylated DNA and natural oligonucleotides. Implications for protein-induced DNA duplex destabilization

Van Genderen, Marcel H. P.; Kook, Leo H.; Buck, Henk M., Recueil des Travaux Chimiques des Pays-Bas, 1989, 108(1), 28-35

Production Method 11

3279-26-3

92611-10-4

Reaction Conditions

1.1 Solvents: Diethyl ether

Reference

Synthesis of phosphate-methylated DNA fragments using 9-fluorenylmethoxycarbonyl as transient base protecting group

Koole, Leo H.; Moody, Harold M.; Broeders, Niek L. H. L.; Quaedflieg, Peter J. L. M.; Kuijpers, Will H. A.; et al, Journal of Organic Chemistry, 1989, 54(7), 1657-64

Production Method 12

56183-63-2

92611-10-4

Reaction Conditions

1.1 Reagents: Triethylamine Solvents: Diethyl ether

Reference

New approach to the synthesis of deoxyribonucleoside phosphoramidite derivatives

Hamamoto, Shoji; Takaku, Hiroshi, Chemistry Letters, 1986, (8), 1401-4

Production Method 13

92611-10-4

Reaction Conditions

Reference

Process for manufacturing purified phosphorodiamidite

, World Intellectual Property Organization, , ,

Production Method 14

92611-10-4

Reaction Conditions

Reference

Method for synthesizing deoxyoligonucleotides

, World Intellectual Property Organization, , ,

Production Method 15

92611-10-4

Reaction Conditions

Reference

In situ activation of bisdialkylaminophosphines - a new method for synthesizing deoxyoligonucleotides on polymer supports

Barone, A. D.; Tang, J. Y.; Caruthers, M. H., Nucleic Acids Research, 1984, 12(10), 4051-61

Production Method 16

92611-10-4

Reaction Conditions

Reference

Bis-(N,N-dialkylamino)alkoxyphosphines as a new class of phosphite coupling agent for the synthesis of oligonucleotides

Lee, Hyun Jae; Moon, Sung Hwan, Chemistry Letters, 1984, (7), 1229-32

Phosphorodiamidousacid, N,N,N',N'-tetrakis(1-methylethyl)-, methyl ester Raw materials

• Phosphorodiamidouschloride, N,N,N',N'-tetrakis(1-methylethyl)-
• Dichloro Methyl Phosphite

Phosphorodiamidousacid, N,N,N',N'-tetrakis(1-methylethyl)-, methyl ester Preparation Products

• Phosphorodiamidousacid, N,N,N',N'-tetrakis(1-methylethyl)-, methyl ester (92611-10-4)

• 1. Excellent humidity sensor based on ultrathin HKUST-1 nanosheets?
  Qiaoe Wang,Meiling Lian,Xiaowen Zhu,Xu Chen RSC Adv., 2021,11, 192-197
• 2. Estimating and correcting interference fringes in infrared spectra in infrared hyperspectral imaging
  Ghazal Azarfar,Ebrahim Aboualizadeh,Nicholas M. Walter,Simona Ratti,Camilla Olivieri,Alessandra Norici,Michael Nasse,Achim Kohler,Mario Giordano Analyst, 2018,143, 4674-4683
• 3. Esterase-responsive polymeric prodrug-based tumor targeting nanoparticles for improved anti-tumor performance against colon cancer?
  Gang Pan,Yi-jie Bao,Jie Xu,Tao Liu,Cheng Liu,Yan-yan Qiu,Xiao-jing Shi,Hui Yu,Ting-ting Jia,Xia Yuan,Ze-ting Yuan,Yi-jun Cao RSC Adv., 2016,6, 42109-42119
• 4. Enabling high-throughput single-animal gene-expression studies with molecular and micro-scale technologies
  Jason Wan Lab Chip, 2020,20, 4528-4538
• 5. Dissociation of large gaseous serine clusters produces abundant protonated serine octamer
  Jacob S. Jordan,Evan R. Williams Analyst, 2021,146, 2617-2625

• Solvents and Organic Chemicals Organic Compounds Organic oxygen compounds Organooxygen compounds Organooxygen compounds
• Solvents and Organic Chemicals Organic Compounds Organic oxygen compounds Organooxygen compounds

Phosphorodiamidous Acid, N,N,N',N'-Tetrakis(1-Methylethyl)-, Methyl Ester (CAS No. 92611-10-4): A Comprehensive Overview

Phosphorodiamidous acid, N,N,N',N'-tetrakis(1-methylethyl)-, methyl ester (CAS No. 92611-10-4) is a specialized compound that has garnered significant attention in the fields of organic chemistry and pharmaceutical research. This compound, often referred to by its systematic name, is a derivative of phosphorodiamidous acid and is characterized by its unique structural features and potential applications in various scientific and industrial contexts.

The molecular structure of Phosphorodiamidous acid, N,N,N',N'-tetrakis(1-methylethyl)-, methyl ester consists of a central phosphorus atom bonded to four isopropyl groups and a methyl ester group. This configuration imparts specific chemical properties that make it a valuable intermediate in the synthesis of more complex molecules. The compound's stability and reactivity are key factors that contribute to its utility in both academic research and industrial processes.

In recent years, significant advancements have been made in understanding the behavior and applications of Phosphorodiamidous acid, N,N,N',N'-tetrakis(1-methylethyl)-, methyl ester. One notable area of research involves its use as a building block in the synthesis of phosphorus-containing compounds, which are essential in various pharmaceuticals and agrochemicals. The ability to manipulate the structure of this compound through selective chemical reactions has opened up new avenues for developing novel therapeutic agents and crop protection products.

The synthesis of Phosphorodiamidous acid, N,N,N',N'-tetrakis(1-methylethyl)-, methyl ester typically involves multi-step processes that require precise control over reaction conditions. Common synthetic routes include the reaction of phosphorus trichloride with isopropylamine followed by esterification with methanol. These methods have been optimized to achieve high yields and purity levels, making the compound readily available for further research and development.

In the context of pharmaceutical research, Phosphorodiamidous acid, N,N,N',N'-tetrakis(1-methylethyl)-, methyl ester has shown promise as a precursor for the synthesis of prodrugs. Prodrugs are biologically inactive compounds that are converted into active drugs within the body through metabolic processes. The unique properties of this compound allow for the design of prodrugs with improved pharmacokinetic profiles, such as enhanced solubility and reduced toxicity. This has significant implications for drug delivery systems and the development of more effective therapeutic agents.

Moreover, recent studies have explored the potential of Phosphorodiamidous acid, N,N,N',N'-tetrakis(1-methylethyl)-, methyl ester in the field of materials science. Its ability to form stable complexes with metal ions has led to its use in the synthesis of metal-organic frameworks (MOFs). MOFs are highly porous materials with a wide range of applications, including gas storage, catalysis, and drug delivery. The incorporation of this compound into MOF structures can enhance their stability and functionality, making them suitable for advanced technological applications.

The environmental impact of Phosphorodiamidous acid, N,N,N',N'-tetrakis(1-methylethyl)-, methyl ester is another important consideration. Research has shown that this compound can be synthesized using environmentally friendly methods that minimize waste and reduce energy consumption. Additionally, its biodegradability and low toxicity make it a preferred choice for green chemistry initiatives. These attributes align with the growing demand for sustainable chemical processes that minimize environmental harm.

In conclusion, Phosphorodiamidous acid, N,N,N',N'-tetrakis(1-methylethyl)-, methyl ester (CAS No. 92611-10-4) is a versatile compound with a wide range of applications in organic chemistry, pharmaceutical research, materials science, and environmental science. Its unique structural features and chemical properties make it an invaluable tool for researchers and industry professionals alike. As ongoing research continues to uncover new possibilities for this compound, its importance in advancing scientific knowledge and technological innovation is likely to grow even further.

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