125537-93-1 Usage
Description
(S)-α-Methyl-1H-indole-3-acetic acid 1-deoxy-D-arabinitol-1-yl ester is an indolyl carboxylate ester that is synthesized through the formal condensation of one of the primary hydroxy groups of D-arabinitol with the carboxy group of (2R)-2-(indol-3-yl)propanoic acid. This unique chemical structure endows it with potential applications in various fields.
Uses
Used in Pharmaceutical Industry:
(S)-α-Methyl-1H-indole-3-acetic acid 1-deoxy-D-arabinitol-1-yl ester is used as a pharmaceutical compound for its potential therapeutic properties. The indole and carboxylate ester groups in its structure may contribute to its interaction with specific biological targets, making it a candidate for the development of new drugs.
Used in Chemical Research:
In the field of chemical research, (S)-α-Methyl-1H-indole-3-acetic acid 1-deoxy-D-arabinitol-1-yl ester serves as a valuable compound for studying the synthesis and properties of indolyl carboxylate esters. Its unique structure allows researchers to explore its reactivity, stability, and potential applications in various chemical reactions.
Used in Material Science:
(S)-α-Methyl-1H-indole-3-acetic acid 1-deoxy-D-arabinitol-1-yl ester may also find applications in material science, where its indole and carboxylate ester groups can be utilized to create new materials with specific properties. These materials could have potential uses in various industries, such as electronics, coatings, or adhesives, depending on their characteristics.
Check Digit Verification of cas no
The CAS Registry Mumber 125537-93-1 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,2,5,5,3 and 7 respectively; the second part has 2 digits, 9 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 125537-93:
(8*1)+(7*2)+(6*5)+(5*5)+(4*3)+(3*7)+(2*9)+(1*3)=131
131 % 10 = 1
So 125537-93-1 is a valid CAS Registry Number.
InChI:InChI=1/C16H21NO6/c1-9(11-6-17-12-5-3-2-4-10(11)12)16(22)23-8-14(20)15(21)13(19)7-18/h2-6,9,13-15,17-21H,7-8H2,1H3/t9-,13-,14-,15-/m1/s1
125537-93-1Relevant articles and documents
Scope and mechanism of direct indole and pyrrole couplings adjacent to carbonyl compounds: Total synthesis of acremoauxin A and oxazinin 3
Richter, Jeremy M.,Whitefield, Brandon W.,Maimone, Thomas J.,Lin, David W.,Castroviejo, M. Pilar,Baran, Phil S.
, p. 12857 - 12869 (2008/09/16)
Full details are provided for a recently invented method to couple indoles and pyrroles to carbonyl compounds. The reaction is ideally suited for structurally complex substrates and exhibits high levels of chemoselectivity (functional group tolerability), regioselectivity (coupling occurs exclusively at C-3 of indole or C-2 of pyrrole), stereoselectivity (substrate control), and practicality (amenable to scaleup). In addition, quaternary stereocenters are easily and predictably generated. The reaction has been applied to a number of synthetic problems including total syntheses of members of the hapalindole family of natural products, ketorolac, acremoauxin A, and oxazinin 3. Mechanistically, this coupling protocol appears to operate by a single electron-transfer process requiring generation of an electron-deficient radical adjacent to a carbonyl which is then intercepted by an indole or pyrrole anion.
