5231-60-7 Usage
Description
(2β,5α,12β,19α)-4β-(Acetyloxy)-6,7-didehydro-3β-hydroxy-1-methylaspidospermidine-3-carboxylic acid methyl ester is an imidazolidinocarbazole alkaloid derived from the plant Vinca rosea L. It is best crystallized from a mixture of benzene (C6H6) and light petroleum, yielding colorless needles with a specific optical rotation of [α]16D 31° (CHCl3). (2β,5α,12β,19α)-4β-(Acetyloxy)-6,7-didehydro-3β-hydroxy-1-methylaspidospermidine-3-carboxylic acid methyl ester exhibits an ultraviolet spectrum with two absorption maxima at 250 and 302 mμ.
Uses
Used in Pharmaceutical Industry:
(2β,5α,12β,19α)-4β-(Acetyloxy)-6,7-didehydro-3β-hydroxy-1-methylaspidospermidine-3-carboxylic acid methyl ester is used as a pharmaceutical compound for its potential therapeutic applications. (2β,5α,12β,19α)-4β-(Acetyloxy)-6,7-didehydro-3β-hydroxy-1-methylaspidospermidine-3-carboxylic acid methyl ester's unique structure and properties make it a promising candidate for the development of new drugs, particularly in the treatment of various diseases.
Used in Cancer Research:
In cancer research, (2β,5α,12β,19α)-4β-(Acetyloxy)-6,7-didehydro-3β-hydroxy-1-methylaspidospermidine-3-carboxylic acid methyl ester is used as a chemotherapeutic agent. Its ability to target and disrupt specific cellular processes in cancer cells makes it a valuable tool in the development of novel cancer treatments.
Used in Drug Delivery Systems:
(2β,5α,12β,19α)-4β-(Acetyloxy)-6,7-didehydro-3β-hydroxy-1-methylaspidospermidine-3-carboxylic acid methyl ester is also used in the development of drug delivery systems. Its unique properties can be leveraged to improve the delivery, bioavailability, and therapeutic outcomes of various drugs, particularly in the treatment of cancer.
Used in Chemical Synthesis:
In the field of chemical synthesis, (2β,5α,12β,19α)-4β-(Acetyloxy)-6,7-didehydro-3β-hydroxy-1-methylaspidospermidine-3-carboxylic acid methyl ester serves as a key intermediate or building block for the synthesis of more complex molecules with potential applications in various industries, including pharmaceuticals, agrochemicals, and materials science.
References
Moza, Trojanek., Chern. & Ind., 1425 (1962)
Moza, Trojanek., Collect. Czech. Chern. Cornrnun., 28, 1419, 1427 (1963)
Synthesis:
Buchi, Matsumoto, Nishimura.']. A mer. Chern. Soc., 93, 3299 (1971)
Check Digit Verification of cas no
The CAS Registry Mumber 5231-60-7 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,2,3 and 1 respectively; the second part has 2 digits, 6 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 5231-60:
(6*5)+(5*2)+(4*3)+(3*1)+(2*6)+(1*0)=67
67 % 10 = 7
So 5231-60-7 is a valid CAS Registry Number.
InChI:InChI=1/C24H30N2O5/c1-5-22-11-8-13-26-14-12-23(18(22)26)16-9-6-7-10-17(16)25(3)19(23)24(29,21(28)30-4)20(22)31-15(2)27/h6-11,18-20,29H,5,12-14H2,1-4H3
5231-60-7Relevant articles and documents
Biomimetic Alkaloid Syntheses. 15. Enantioselective Syntheses with Epichlorohydrin: Total Syntheses of (+)-, (-)-, and (+/-)-Vindoline and a Synthesis of (-)-Vindorosine
Kuehne, Martin E.,Podhorez, David E.,Mulamba, Tshilundu,Bornmann, William G.
, p. 347 - 353 (2007/10/02)
Total syntheses of vindoline (1) in racemic as well as in each enantiomeric form and of (-)-vindorosine (2) are described.They were achieved by generation and diastereoselective cyclizations of 14-hydroxysecodine intermediates 6 and 7.The subsequent oxidative elaboration of ring E was also studied with 3-oxotabersonine (24), 3-oxovincadifformine (26), and 14β-hydroxyvincadifformine (15).Na-Methyltabersonine (22) was oxidized to a ring-D-contracted α-keto lactam, 23.
The total synthesis of (plus or minus)-vindorosine.
Buechi,Matsumoto,Nishimura
, p. 3299 - 3301 (2007/10/04)
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