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(2R)-2-phenyl-2-(tosylamino)acetonitrile is a chiral organic compound with the molecular formula C15H14N2O2S. It features a 2-phenyl-2-(tosylamino)acetonitrile core structure, where the phenyl group is attached to the chiral carbon center, and the tosylamino group is connected to the same carbon. The compound exhibits a specific R-configuration at the chiral center, which is crucial for its stereochemistry. (2R)-2-phenyl-2-(tosylamino)acetonitrile is of interest in organic synthesis, particularly in the preparation of chiral amines and other pharmaceutically relevant molecules, due to its unique structural features and potential reactivity.

6485-59-2

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6485-59-2 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 6485-59-2 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 6,4,8 and 5 respectively; the second part has 2 digits, 5 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 6485-59:
(6*6)+(5*4)+(4*8)+(3*5)+(2*5)+(1*9)=122
122 % 10 = 2
So 6485-59-2 is a valid CAS Registry Number.

6485-59-2Relevant academic research and scientific papers

Dimethylsulfoxide-promoted Strecker reaction of N-tosylaldimines with cyanoformate

Kadam, Santosh T.,Thirupathi, Ponnaboina,Kim, Sung Soo

, p. 919 - 923 (2011)

A metal-free method for performing the Strecker reaction of N-tosylaldimines with ethyl cyanoformate in dimethylsulf-oxide (DMSO) has been developed. Various types of N-tosyl-aldimines undergo the cyanation to provide the N-protected -amino nitriles. This

Continuous solid solutions constructed from two isostructural octahedron-based molecular sieves: preparation, acidity regulation and catalytic application in Strecker reactions

Wang, Weilu,Zeng, Chunmei,Yang, Yao,Jiang, Pengfei,Gao, Wenliang,Cong, Rihong,Yang, Tao

, p. 18184 - 18192 (2019/12/02)

Strecker reactions have an important application in the preparation of α-amino acids and biologically active molecules in homogeneous acid- or base-catalyzed systems. As novel solid acid catalysts, AlxGa1-x-PKU-1 (x = 0-1) solid solu

Verkade's Superbase as an Organocatalyst for the Strecker Reaction

Yang, Jian,Chatelet, Bastien,Ziarelli, Fabio,Dufaud, Véronique,Hérault, Damien,Martinez, Alexandre

, p. 6328 - 6332 (2018/11/23)

Proazaphosphatranes -Verkade's superbases- proved to be efficient organocatalysts for the Strecker reaction between protected imines and trimethylsilyl cyanide (TMSCN). Excellent to quantitative yields were reached and, compared to other systems, only low

Octahedron-based redox molecular sieves M-PKU-1 (M?=?Cr, Fe): A novel dual-centered solid acid catalyst for heterogeneously catalyzed Strecker reaction

Wang, Weilu,Zhang, Siyu,Hu, Shixiang,Wang, Duo,Gao, Wenliang,Cong, Rihong,Yang, Tao

, p. 240 - 251 (2017/06/13)

Cr-PKU-1, an octahedron-based redox molecular sieve, was found to be an efficient, environmentally benign and easily recoverable catalyst for the heterogeneously-catalyzed Strecker reaction under the mild conditions. This material was evidenced to be a du

Nitroxyl-Radical-Catalyzed Oxidative Coupling of Amides with Silylated Nucleophiles through N-Halogenation

Moriyama, Katsuhiko,Kuramochi, Masako,Fujii, Kozo,Morita, Tsuyoshi,Togo, Hideo

supporting information, p. 14546 - 14551 (2016/11/23)

A nitroxyl-radical-catalyzed oxidative coupling reaction between amines with an N-protecting electron-withdrawing group (EWG) and silylated nucleophiles was developed to furnish coupling products in high yields, thus opening up new frontiers in organocatalyzed reactions. This reaction proceeded through the activation of N-halogenated amides by a nitroxyl-radical catalyst, followed by carbon–carbon coupling with silylated nucleophiles. Studies of the reaction mechanism indicated that the nitroxyl radical activates N-halogenated amides, which are generated from N-EWG-protected amides and a halogenation reagent, to give the corresponding imines.

Mechanochemical Strecker Reaction: Access to α-Aminonitriles and Tetrahydroisoquinolines under Ball-Milling Conditions

Hernández, José G.,Turberg, Mathias,Schiffers, Ingo,Bolm, Carsten

supporting information, p. 14513 - 14517 (2016/10/03)

A mechanochemical version of the Strecker reaction for the synthesis of α-aminonitriles was developed. The milling of aldehydes, amines, and potassium cyanide in the presence of SiO2gave the corresponding α-aminonitriles in good to high yields. The high efficiency of the mechanochemical Strecker-type multicomponent reaction allowed the one-pot synthesis of tetrahydroisoquinolines after a subsequent internal N-alkylation reaction.

Octahedra-based molecular sieve aluminoborate (PKU-1) as solid acid for heterogeneously catalyzed Strecker reaction

Wang, Weilu,Wang, Ying,Wu, Bin,Cong, Rihong,Gao, Wenliang,Qin, Bo,Yang, Tao

supporting information, p. 174 - 178 (2015/02/19)

An aluminoborate (PKU-1) with octahedron-based framework was found to be a highly efficient solid acid catalyst for the rapid and convenient synthesis of α-aminonitriles from imines and TMSCN under mild reaction conditions. The catalytic active sites are

Conversion of N-benzyloxycarbonylamino- and N-Tosylamino-benzyl phenylsulfones by green Strecker reactions to α-aminobenzyl nitriles using potassium hexacyanoferrate(II)

Hu, Xiaochun,Li, Rongzhi,Li, Zheng

, p. 432 - 436 (2014/08/05)

The cyanation of aldimines, generated in situ from N- benzyloxycarbonylamino- and N-tosylamino-benzyl phenylsulfones, to the corresponding N-protected a-aminobenzyl nitriles has been achieved by eco-friendly Strecker reactions using potassium hexacyanofer

Small molecule as a chiral organocatalyst for asymmetric strecker reaction

Saravanan,Khan, Noor-Ul H.,Kureshy, Rukhsana I.,Abdi, Sayed H. R.,Bajaj, Hari C.

, p. 2873 - 2880 (2014/01/06)

A simple and novel chiral amide-based organocatalyst 6 was synthesized from readily available starting materials for the asymmetric Strecker reaction. A variety of N-benzhydryl- and N-tosyl-substituted imines were found to be suitable substrates with i-Pr

Hydrocyanation of sulfonylimines using potassium hexacyanoferrate(II) as an eco-friendly cyanide source

Li, Zheng,Li, Rongzhi,Zheng, Huanhuan,Wen, Fei,Li, Hongbo,Yin, Junjun,Yang, Jingya

, p. 1739 - 1743 (2014/01/06)

An efficient and eco-friendly method for hydrocyanation of sulfonylimines via one-pot two-step procedure using potassium hexacyanoferrate(II) as a cyanide source, benzoyl chloride as a promoter, and potassium carbonate as a base is described. This protocol has the features of using nontoxic, nonvolatile and inexpensive cyanide source, high yield, and simple work-up procedure.

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