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(3aS,4S,6aR)-6-(((tert-butyldiphenylsilyl)oxy)methyl)-2,2-dimethyl-3a,6a-dihydro-4H-cyclopenta[d][1,3]dioxol-4-ol is a synthetic organic compound belonging to the class of cyclopentanes. It is a derivative of cyclopentadiene with a hydroxyl group attached to the cyclopentadiene ring. (3aS,4S,6aR)-6-(((tert-butyldiphenylsilyl)oxy)methyl)-2,2-dimethyl-3a,6a-dihydro-4H-cyclopenta[d][1,3]dioxol-4-ol features a tertiary butyl group and a diphenylsilyl group attached to the hydroxyl group, making it a versatile protecting group in organic synthesis.

303963-93-1

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303963-93-1 Usage

Uses

Used in Organic Synthesis:
(3aS,4S,6aR)-6-(((tert-butyldiphenylsilyl)oxy)methyl)-2,2-dimethyl-3a,6a-dihydro-4H-cyclopenta[d][1,3]dioxol-4-ol is used as a protecting group for hydroxyl groups during chemical reactions in the field of organic chemistry. It is valued for its stability and the ease with which it can be removed using specific reagents, ensuring the selective protection of hydroxyl groups and facilitating complex organic synthesis processes.

Check Digit Verification of cas no

The CAS Registry Mumber 303963-93-1 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 3,0,3,9,6 and 3 respectively; the second part has 2 digits, 9 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 303963-93:
(8*3)+(7*0)+(6*3)+(5*9)+(4*6)+(3*3)+(2*9)+(1*3)=141
141 % 10 = 1
So 303963-93-1 is a valid CAS Registry Number.

303963-93-1Relevant academic research and scientific papers

The Isolation and Absolute Configuration of (1S,2S,3R)-4-Hydroxymethylcyclopent-4-ene-1,2,3-triol: A Putative Intermediate in the Biosynthesis of Aristeromycin by Streptomyces citricolor

Roberts, Stanley M.,Thorpe, Andrew J.,Turner, Nicholas J.,Blows, W. Michael,Buss, Antony D.,et al.

, p. 4083 - 4086 (1993)

The novel tetrol 5 has been isolated from cultures of Streptomyces citricolor and shown to have the absolute configuration 1S,2S,3R.Addition of 5 to an aristeromycin non-producing mutant of S. citricolor supported production of both aristeromycin 1 and neplanocin A 2, suggesting that 5 is an intermediate on the biosynthetic pathway.

Synthesis of neplanocin A and its 3′-epimer via an intramolecular Baylis-Hillman reaction

Tan, Yun Xuan,Santhanakrishnan, Sridhar,Yang, Hai Yan,Chai, Christina L. L.,Tam, Eric Kwok Wai

, p. 8059 - 8066 (2014)

The key cyclopentenyl intermediate 11b was synthesized in 4 steps from d-ribose in 41% overall yield via an efficient intramolecular Baylis-Hillman reaction. This novel key intermediate can be modified easily and transformed to neplanocin A (1a) and its 3

POLYMORPHIC COMPOUNDS AND USES THEREOF

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Paragraph 0279-0280, (2020/04/10)

The present invention provides compounds and methods of use thereof for treatment of certain disorders and conditions, for example brain injuries such as stroke or traumatic brain injuries.

COMPOUNDS AND METHODS FOR TREATING ADDICTION AND RELATED DISORDERS

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Paragraph 00168, (2019/08/29)

The present invention relates to compounds and methods of use thereof for treatment of certain disorders and conditions, for example an addiction or compulsive disorder.

Compounds and methods for treating neurological and cardiovascular conditions

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Page/Page column 102, (2017/11/09)

The present invention relates to compounds and methods of use thereof for treatment of certain disorders and conditions, for example brain injuries such as stroke or traumatic brain injuries.

NON-RIBOSE CONTAINING INHIBITORS OF HISTONE METHYLTRANSFERASE DOT1L FOR CANCER TREATMENT

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Paragraph 0062; 0063; 00117, (2015/02/19)

A compound of Formula I, a pharmaceutically acceptable salt thereof, a prodrug thereof, or combinations thereof: wherein R1 is H, methyl, or benzyl: R2 is 2-cyanoethyl, 2-methoxycarbonylethyl, or 2-iodoethyl; X is N or S; wherein if

Synthesis of cyclopentanyl carbocyclic 5-fluorocytosine ((-)-5-fluorocarbodine) using a facially selective hydrogenation approach

Cho, Jong Hyun,Amblard, Franck,Coats, Steven J.,Schinazi, Raymond F.

, p. 723 - 727 (2013/03/13)

An efficient synthetic route to biologically relevant (-)-5-fluorocarbodine 6 was developed. Direct coupling of N6-protected 5-fluorouracil 15 with cyclopentenyl intermediate 13, followed by formation of a macrocycle between the base and the ca

Synthesis, activity and metabolic stability of non-ribose containing inhibitors of histone methyltransferase DOT1L

Deng, Lisheng,Zhang, Li,Yao, Yuan,Wang, Cong,Redell, Michele S.,Dong, Shuo,Song, Yongcheng

supporting information, p. 822 - 826 (2013/08/26)

Histone methyltransferase DOT1L is a drug target for MLL leukemia. We report an efficient synthesis of a cyclopentane-containing compound that potently and selectively inhibits DOT1L (Ki = 1.1 nM) as well as H3K79 methylation (IC50 ~

Stereoselective synthesis and anti-HCV activity of conformationally restricted 2′-C-substituted carbanucleosides

Choi, Won Jun,Ko, Yun Jung,Chandra, Girish,Lee, Hyuk Woo,Kim, Hea Ok,Koh, Hyo Jung,Moon, Hyung Ryong,Jung, Young Hoon,Jeong, Lak Shin

scheme or table, p. 1253 - 1261 (2012/03/07)

Conformationally restricted 2′-C-azido-, hydroxy- and fluoromethyl-carbanucleosides 4b-f were efficiently synthesized via the stereoselective conversion of ketone 7 to epoxide 14, followed by the stereoselective opening of the epoxide with nucleophiles (O

A direct, efficient method for the preparation of siRNAs containing ribo-like north bicyclo[3.1.0]hexane pseudosugars

Terrazas, Montserrat,Avino, Anna,Siddiqui, Maqbool A.,Marquez, Victor E.,Eritja, Ramon

supporting information; experimental part, p. 2888 - 2891 (2011/08/02)

An efficient method for the preparation of siRNAs modified with ribo-like North bicyclo[3.1.0]hexane pseudosugars is described. The combined use of 2-O-(2-cyanoethoxymethyl) (CEM) and 2-O-TBDMS protection was successfully employed for RNA synthesis with the added advantage that both groups were efficiently removed in a single step. The resulting North ribo-methanocarba- modified siRNAs are compatible with the intracellular RNAi machinery and can mediate specific degradation of target mRNA.

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