Description

tert-Butyl 5-(Benzyloxy)-3-Iodo-1H-Indole-1-Carboxylate, 5-(Benzyloxy)-1-(tert-Butoxycarbonyl)-3-Iodo-1H-Indole CAS NO 914349-29-4 is a high-purity, protected indole derivative featuring both a benzyloxy and an iodo substituent, making it a versatile and valuable synthetic intermediate. This compound is specifically engineered for advanced organic synthesis, offering a reactive iodine handle for cross-coupling reactions and a Boc-protected nitrogen for selective deprotection strategies. It is primarily utilized by research chemists and process development scientists in the pharmaceutical and agrochemical industries for constructing complex heterocyclic scaffolds and active pharmaceutical ingredients (APIs).

Application

• Pharmaceutical Intermediate: A key building block in the synthesis of novel drug candidates, particularly those targeting neurological disorders and oncology.
• Cross-Coupling Reactions: The iodine atom serves as an excellent substrate for palladium-catalyzed reactions like Suzuki, Stille, and Sonogashira couplings to introduce diverse aryl, alkenyl, or alkynyl groups.
• Protected Indole Chemistry: The tert-butoxycarbonyl (Boc) group protects the indole nitrogen, allowing for selective functionalization at other positions on the ring system under a wide range of reaction conditions.
• Agrochemical Research: Used in the development of new herbicides, fungicides, and insecticides that leverage the indole core structure.
• Material Science Precursor: Potential intermediate in the synthesis of organic electronic materials and functional dyes.
• Academic & R&D: A valuable reagent for methodological studies in synthetic organic chemistry and for creating compound libraries for biological screening.

Basic Information

Product Name	tert-Butyl 5-(Benzyloxy)-3-Iodo-1H-Indole-1-Carboxylate
CAS No.	914349-29-4
Molecular Formula	C20H20INO3
Molecular Weight	449.28 g/mol
Synonyms	5-(Benzyloxy)-1-(tert-Butoxycarbonyl)-3-Iodo-1H-Indole; 1-Boc-5-(benzyloxy)-3-iodoindole; 3-Iodo-5-benzyloxy-1H-indole-1-carboxylic acid tert-butyl ester; tert-Butyl 3-iodo-5-(phenylmethoxy)-1H-indole-1-carboxylate; 5-Benzyloxy-3-iodo-1H-indole-1-carboxylic acid tert-butyl ester; 914349-29-4; 1H-Indole-1-carboxylic acid, 5-(benzyloxy)-3-iodo-, 1,1-dimethylethyl ester
EINECS	Contact for details

Quality Control

Our tert-Butyl 5-(Benzyloxy)-3-Iodo-1H-Indole-1-Carboxylate is manufactured under strict quality control protocols to ensure batch-to-batch consistency and high purity suitable for research and development. Each lot is characterized by advanced analytical techniques including HPLC, NMR, and mass spectrometry. A comprehensive Certificate of Analysis (COA) detailing purity, identity, and impurity profiles is provided with every shipment to support your regulatory and quality assurance requirements.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry, and well-ventilated place at a controlled room temperature (15-25°C). The compound is light-sensitive and should be handled under appropriate conditions to maintain stability.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Identification (HPLC)	Retention time matches reference standard
Purity (HPLC)	≥ 97.0%
Water Content (KF)	≤ 0.5%
Residue on Ignition	≤ 0.1%
Single Unknown Impurity (HPLC)	≤ 1.0%
Total Impurities (HPLC)	≤ 3.0%

Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.