40635-67-4 Usage
Description
2-Acetoxy-2-methylpropionyl bromide, also known as 1-Bromocarbonyl-1-methylethyl acetate (α-Acetoxyisobutyryl bromide), is an organic compound that plays a significant role in various chemical reactions and synthesis processes. It is characterized by its ability to participate in the conversion of adenosine to trans-3′(2′)-bromo-2′(3′)-acetates, via glycosyl cleavage.
Uses
Used in Pharmaceutical Synthesis:
2-Acetoxy-2-methylpropionyl bromide is used as a key intermediate in the chemoenzymatic synthesis of (1R,2S)-1,2-epoxy-1,2-dihydroacridine (acridine 1,2-oxide). 2-Acetoxy-2-methylpropionyl bromide is essential for the development of new pharmaceuticals, particularly those targeting various diseases and conditions.
Used in Nucleoside Synthesis:
In the field of nucleoside chemistry, 2-Acetoxy-2-methylpropionyl bromide serves as a reagent for the deoxygenation of vicinal diols. It is utilized in the preparation of protected 3′-deoxyadenosine and 3′-deoxyguanosine, as well as in the synthesis of 2′,3′-dideoxycytidine and other dideoxy and deoxynucleosides from the corresponding ribo series. These nucleosides are crucial for the development of antiviral and anticancer drugs.
Used in Chemical Research:
2-Acetoxy-2-methylpropionyl bromide is also employed in chemical research for its ability to facilitate the conversion of adenosine to trans-3′(2′)-bromo-2′(3′)-acetates. This conversion is vital for understanding the chemical properties and potential applications of these compounds in various industries, including pharmaceuticals, materials science, and biotechnology.
Check Digit Verification of cas no
The CAS Registry Mumber 40635-67-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 4,0,6,3 and 5 respectively; the second part has 2 digits, 6 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 40635-67:
(7*4)+(6*0)+(5*6)+(4*3)+(3*5)+(2*6)+(1*7)=104
104 % 10 = 4
So 40635-67-4 is a valid CAS Registry Number.
InChI:InChI=1/C6H9BrO3/c1-4(8)10-6(2,3)5(7)9/h1-3H3
40635-67-4Relevant articles and documents
Nucleotides: Part LIX: Synthesis, characterization, and biological activities of new potential antiviral agents: (2'-5')Adenylate trimer analogs containing 3'-deoxy-3'(hexadecanoylamino)adenosine at the 2'-terminus
Schirmeister-Tichy, Helga,Iacono, Kathryn T.,Muto, Nicholas F.,Homan, Joseph W.,Suhadolnik, Robert J.,Pfleiderer, Wolfgang
, p. 597 - 613 (2007/10/03)
Based upon 3'-amino-3'-deoxyadenosine (15), its protected 3'- hexadecanoylamino derivative 22 was chosen as starting material for the synthesis of a series of new modified 2'-5'-adenylate trimers 33-36 as potential antiviral agents. All (2'-5')A trimer analogs 33-36 inhibit HIV-1 replication as measured by the inhibition of syncytia formation and inhibition of HIV-1 reverse transcriptase activity. Compound 34 inhibits HIV- 1 reverse transcription by 100% and subsequently inhibits expression of HIV- 1 p24. However, compound 35 acts differently, since it does not inhibit HIV- 1 reverse transcription, HIV-1 integrase, or HIV-1 p24 expression. Therefore, 35 appears to exert its inhibitory effect at a later stage of HIV-1 replication, i.e., the budding process.
