71496-86-1 Usage
Description
(3β,5α,6β,24R)-6-Methoxy-3,5-cycloergostane is a complex organic compound with a unique molecular structure characterized by its stereochemistry at the 3β, 5α, 6β, and 24R positions. It features a cycloergostane core, which is a type of steroid nucleus, and a methoxy group at the 6th position. (3β,5α,6β,24R)-6-Methoxy-3,5-cycloergostane serves as a crucial intermediate in the synthesis of various biologically active molecules.
Uses
Used in Pharmaceutical Industry:
(3β,5α,6β,24R)-6-Methoxy-3,5-cycloergostane is used as an intermediate in the synthesis of Campesterol (C155360), a phytosterol. Campesterol is known to have potential health benefits, particularly in managing cholesterol levels. It functions by inhibiting the intestinal absorption of cholesterol, which can contribute to reducing blood cholesterol levels and potentially lowering the risk of cardiovascular diseases.
Additionally, the compound may also be utilized in the development of other pharmaceutical agents targeting various health conditions, given its unique structural features and potential for chemical modification. Its role as a synthetic intermediate allows for the exploration of new drug candidates with improved efficacy, safety, and pharmacokinetic properties.
Check Digit Verification of cas no
The CAS Registry Mumber 71496-86-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,1,4,9 and 6 respectively; the second part has 2 digits, 8 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 71496-86:
(7*7)+(6*1)+(5*4)+(4*9)+(3*6)+(2*8)+(1*6)=151
151 % 10 = 1
So 71496-86-1 is a valid CAS Registry Number.
71496-86-1Relevant articles and documents
Enantioselective catalytic approach to the C23–C28 subunit of 24α-methyl steroids
Yakimchyk, Viktoryia S.,Kazlova, Volha V.,Hurski, Alaksiej L.,Savchenko, Rimma G.,Kostyleva, Svetlana A.,Zhabinskii, Vladimir N.,Khripach, Vladimir A.
, p. 82 - 90 (2019/05/24)
Enantioselective synthesis of C23–C28 subunit of campestane steroids based on catalytic methods is reported. The synthesis was started from (S)-2-isopropyl-4-nitrobutan-1-ol, which is easily accessible by the reaction between isovaleraldehyde and nitroethylene catalyzed by only 2% of (S)-trimethylsilyldiphenylprolinol. Removal of one “extra” carbon from the nitroalcohol was achieved by Ni-catalyzed hydrodecarboxylation of the redox-active ester intermediate. The synthesized C23–C28 fragment was attached to a steroidal core by Julia-Kocienski reaction of a steroidal aldehyde with metallated C23–C28 sulfone. The obtained product of olefination was easily transformed to a precursor of campesterol and (Z)-22-dehydrocampesterol.
[3,3]-Claisen rearrangements in 24α-methyl steroid synthesis: Application to campesterol, crinosterol, and Δ25-crinosterol side chain construction
Khripach, Vladimir A.,Zhabinskii, Vladimir N.,Konstantinova, Olga V.,Khripach, Natalya B.,Antonchick, Andrey P.,Schneider, Bernd
, p. 597 - 603 (2007/10/03)
This paper elaborates an improved synthesis of crinosterol and campesterol starting from stigmasterol. The proposed approach is based on Claisen rearrangement of Δ23-22-allylic alcohols with various configurations of the 22-hydroxy group and ge