600136-09-2 Usage
Uses
Used in Pharmaceutical Research and Development:
3-Hydroxymethyl-5-methoxyindole-1-carboxylic acid tert-butyl ester is used as a key intermediate in the synthesis of new drug candidates for various therapeutic applications. Its unique chemical structure allows for the development of bioactive molecules with potential pharmacological properties.
Used in Chemical Synthesis:
In the chemical synthesis industry, 3-hydroxymethyl-5-methoxyindole-1-carboxylic acid tert-butyl ester is used as a starting material for the production of various indole-based compounds. Its versatility in chemical reactions enables the creation of a wide range of molecules with diverse applications.
Used in Academic Research:
3-Hydroxymethyl-5-methoxyindole-1-carboxylic acid tert-butyl ester is utilized in academic research to study the properties and potential applications of indole-based compounds. Researchers explore its chemical reactivity, stability, and interactions with other molecules to gain insights into its potential uses in various fields.
Used in Drug Discovery:
In the drug discovery process, 3-hydroxymethyl-5-methoxyindole-1-carboxylic acid tert-butyl ester is employed as a building block for the development of novel pharmaceutical compounds. Its unique structure and properties make it a valuable tool in the search for new therapeutic agents with improved efficacy and safety profiles.
Used in Medicinal Chemistry:
3-Hydroxymethyl-5-methoxyindole-1-carboxylic acid tert-butyl ester is used in medicinal chemistry as a structural component of potential drug molecules. Its presence in a compound can influence the molecule's pharmacokinetics, pharmacodynamics, and overall therapeutic potential.
Used in Toxicology Studies:
3-Hydroxymethyl-5-methoxyindole-1-carboxylic acid tert-butyl ester is also used in toxicology studies to evaluate the safety and potential hazards of indole-based compounds. Understanding its toxicological profile is essential for assessing the risk-benefit ratio of new drug candidates containing this chemical moiety.
Check Digit Verification of cas no
The CAS Registry Mumber 600136-09-2 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 6,0,0,1,3 and 6 respectively; the second part has 2 digits, 0 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 600136-09:
(8*6)+(7*0)+(6*0)+(5*1)+(4*3)+(3*6)+(2*0)+(1*9)=92
92 % 10 = 2
So 600136-09-2 is a valid CAS Registry Number.
InChI:InChI=1/C15H19NO4/c1-15(2,3)20-14(18)16-8-10(9-17)12-7-11(19-4)5-6-13(12)16/h5-8,17H,9H2,1-4H3
600136-09-2Relevant academic research and scientific papers
Asymmetric Total Synthesis of Sarpagine and Koumine Alkaloids
He, Ling,Jiang, Yan,Qiao, Zhen,Qiu, Hanyue,Su, Xiaojiao,Tan, Qiuyuan,Yang, Jiaojiao,Yang, Zhao,Zhang, Min,Zhou, Wenqiang
, p. 13105 - 13111 (2021/05/10)
We report here a concise, collective, and asymmetric total synthesis of sarpagine alkaloids and biogenetically related koumine alkaloids, which structurally feature a rigid cage scaffold, with L-tryptophan as the starting material. Two key bridged skeleton-forming reactions, namely tandem sequential oxidative cyclopropanol ring-opening cyclization and ketone α-allenylation, ensure concurrent assembly of the caged sarpagine scaffold and installation of requisite derivative handles. With a common caged intermediate as the branch point, by taking advantage of ketone and allene groups therein, total synthesis of five sarpagine alkaloids (affinisine, normacusine B, trinervine, Na-methyl-16-epipericyclivine, and vellosimine) with various substituents and three koumine alkaloids (koumine, koumimine, and N-demethylkoumine) with more complex cage scaffolds has been accomplished.
The enantiospecific, stereospecific total synthesis of the ring-A oxygenated sarpagine indole alkaloids (+)-majvinine, (+)-10-methoxyaffinisine, and (+)-Na-methylsarpagine, as well as the total synthesis of the Alstonia bisindole alkaloid macralstonidine
Zhao, Shuo,Liao, Xuebin,Wang, Tao,Flippen-Anderson, Judith,Cook, James M.
, p. 6279 - 6295 (2007/10/03)
The first stereospecific, enantiospecific total synthesis of the ring-A oxygenated sarpagine indole alkaloids (+)-Na-methylsarpagine (8), (+)-majvinine (14), and (+)-10-methoxyaffinisine (49), as well as the first total synthesis of the Alstonia bisindole alkaloid macralstonidine (9), has been accomplished. This approach employed the Schoellkopf chiral auxiliary for the stereospecific construction of the desired D-(+)-tryptophan unit required for the asymmetric Pictet-Spengler reaction. In addition, the strategy was doubly convergent for the enolate-mediated Pd0 coupling process and the asymmetric Pictet-Spengler reaction can be employed to synthesize both macroline (2) and Na-methylsarpagine (8), the coupling of which provides macralstonidine (9). This approach to ring-A substituted alkoxyindole alkaloids should find wide application for the synthesis of other alkaloids for it is stereospecific and either enantiomer can be prepared with ease.
