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1-Cyclopropylcyclopropan-1-ol is an organic compound characterized by its unique cyclopropane ring structure. It is a versatile building block in organic synthesis, particularly in the preparation of various complex molecules and pharmaceuticals.

54251-80-8

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54251-80-8 Usage

Uses

Used in Pharmaceutical Industry:
1-Cyclopropylcyclopropan-1-ol is used as a reactant for the synthesis of arylpyridines, which are important structural motifs found in a wide range of biologically active compounds, including pharmaceuticals. Its application in this industry is due to its ability to facilitate the formation of these complex molecules through Mn(III)-mediated reactions with vinyl azides.
Used in Chemical Synthesis:
1-Cyclopropylcyclopropan-1-ol is also used as a reactant in the preparation of azabicyclo[3.3.1]nonenols and their derivatives. These compounds are valuable intermediates in the synthesis of various organic molecules and have potential applications in the development of new materials and pharmaceuticals. The use of 1-cyclopropylcyclopropan-1-ol in this context is attributed to its reactivity and the ease with which it can be transformed into a variety of different products through Mn(III)-mediated reactions.

Check Digit Verification of cas no

The CAS Registry Mumber 54251-80-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,4,2,5 and 1 respectively; the second part has 2 digits, 8 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 54251-80:
(7*5)+(6*4)+(5*2)+(4*5)+(3*1)+(2*8)+(1*0)=108
108 % 10 = 8
So 54251-80-8 is a valid CAS Registry Number.

54251-80-8Relevant academic research and scientific papers

PROCESS OF MAKING CFTR MODULATORS

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Paragraph 0418-0420; 0756; 0757, (2021/02/19)

The disclosure provides processes for synthesizing Compound I, and pharmaceutically acceptable salts thereof.

Synthesis of γ-Keto Sulfones through a Three-Component Reaction of Cyclopropanols, DABCO ? (SO2)2 and Alkyl Halides

Zhang, Chun,Zhang, Chao,Tang, Jie,Ye, Shengqing,Ma, Mingliang,Wu, Jie

supporting information, p. 3109 - 3114 (2021/05/03)

A route to γ-keto sulfones through a metal-free reaction of cyclopropanols, DABCO ? (SO2)2 and alkyl halides is described. This reaction occurs under mild conditions in the absence of any catalysts, additives, or oxidants. Various functional groups including as ester, amino, methoxy, bromo, trifluoromethyl, nitro and carbonyl are tolerated well in this transformation, and the corresponding γ-keto sulfones are afforded in 35% to 95% yields. The proposed mechanism implies that this reaction proceeds through γ-keto sulfinate intermediate generated in situ, which further undergoes nucleophilic substitution with alkyl halides leading to γ-keto sulfones. (Figure presented.).

Iron-Catalyzed Triazole-Enabled C-H Activation with Bicyclopropylidenes

Mo, Jiayu,Messinis, Antonis M.,Oliveira, Joa? C. A.,Demeshko, Serhiy,Meyer, Franc,Ackermann, Lutz

, p. 1053 - 1064 (2021/01/26)

C-H/C-C functionalizations with oxymethylated bicyclopropylidenes were accomplished with an iron catalyst under external oxidant-free conditions. The combination of the unique reactivity of bicyclopropylidenes with a robust iron(II) catalyst enabled C-C c

Rh-Catalyzed cascade C-H activation/C-C cleavage/cyclization of carboxylic acids with cyclopropanols

Wang, Siqi,Miao, Erfei,Wang, Hao,Song, Bichao,Huang, Wei,Yang, Weibo

supporting information, p. 5929 - 5932 (2021/06/18)

Merging both C-H and C-C activation in a tandem process is a marked challenge. A novel Rh(iii)-catalyzed C-H activation/ring opening C-C cleavage/cyclization of carboxylic acids with cyclopropanols was developed for the synthesis of 3-substituted phthalides andα,β-butenolides. This reaction displays excellent functional group tolerance with respect to both carboxylic acids and cyclopropanols and features relatively mild conditions. Remarkably, the utility of this method was highlighted by the rapid construction of bioactive compounds bearing a 3-substituted phthalide frameworkvialate-stage functionalization.

Copper-mediated tandem ring-opening/cyclization reactions of cyclopropanols with aryldiazonium salts: Synthesis of: N -arylpyrazoles

Liu, Jidan,Xu, Erjie,Jiang, Jinyuan,Huang, Zeng,Zheng, Liyao,Liu, Zhao-Qing

supporting information, p. 2202 - 2205 (2020/02/26)

A general method for the synthesis of structurally diverse N-arylpyrazoles from readily available cyclopropanols and aryldiazonium salts is disclosed. The reaction was conducted at room temperature within minutes with a broad substrate scope and excellent regioselectivity.

Ni-Catalyzed Denitrogenative Cross-Coupling of Benzotriazinones and Cyclopropanols: An Easy Access to Functionalized β-Aryl Ketones

Li, Jincan,Zheng, Yan,Huang, Mingxian,Li, Wanfang

supporting information, p. 5020 - 5024 (2020/07/03)

A novel Ni-catalyzed denitrogenative cross-coupling between benzotriazinones and cyclopropanols is reported herein. This neoteric reactivity allows for the convenient synthesis of β-(o-amido)aryl ketones from readily available starting materials with good yields (up to 93percent) and general substrate scope.

MODULATOR OF CYSTIC FIBROSIS TRANSMEMBRANE CONDUCTANCE REGULATOR, PHARMACEUTICAL COMPOSITIONS, METHODS OF TREATMENT, AND PROCESS FOR MAKING THE MODULATOR

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Page/Page column 285; 286, (2018/06/30)

Compounds of Formula (I) pharmaceutically acceptable salts thereof, deuterated derivatives of any of the foregoing, and metabolites of any of the foregoing are disclosed. Pharmaceutical compositions comprising the same, methods of treating cystic fibrosis using the same, and methods for making the same are also disclosed. Also disclosed are solid state forms of Compound 1 and salts and solvates thereof.

NOVEL MACROCYCLIC INHIBITORS OF HEPATITIS C VIRUS REPLICATION

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Page/Page column 194, (2009/01/20)

The embodiments provide compounds of the general Formula I, as well as compositions, including pharmaceutical compositions, comprising a subject compound. The embodiments further provide treatment methods, including methods of treating a hepatitis C virus infection and methods of treating liver fibrosis, the methods generally involving administering to an individual in need thereof an effective amount of a subject compound or composition.

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