175079-50-2

Basic information

• Product Name: 1H-Indene-2-carboxamide,2,3-dihydro-(9CI)
• Synonyms: 1H-Indene-2-carboxamide,2,3-dihydro-(9CI);2,3-dihydro-1H-indene-2-carboxaMide
• CAS NO: 175079-50-2
• Molecular Formula: C₁₀H₁₁NO
• Molecular Weight: 161.20044
• Product Categories: AMIDE
• Mol File: 175079-50-2.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1H-Indene-2-carboxamide,2,3-dihydro-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Indene-2-carboxamide,2,3-dihydro-(9CI)(175079-50-2)
• EPA Substance Registry System: 1H-Indene-2-carboxamide,2,3-dihydro-(9CI)(175079-50-2)

Safety Data

• Hazardous Substances Data: 175079-50-2(Hazardous Substances Data)

Upstream product

• 4254-29-9 indan-2-ol 
• 143-33-9 sodium cyanide 
• 615-13-4 2-indanone 
• 26453-01-0 1H-indene-2-carbonitrile, 2,3-dihydro- 
• 25177-85-9 2-indancarboxylic acid 
• 4254-31-3 2-acetoxyindane 
• 54672-55-8 2,3-dihydro-1H-indene-2-carbonyl chloride 
• 4254-32-4 indan-2-carboxylic acid methyl ester 

Downstream Products

• 2975-41-9 2,3-dihydro-1H-inden-2-amine 
• 1401619-04-2 1-(1-(4-chlorobenzyl)-1H-indole-2-carbonyl)-N-((2,3-dihydro-1H-inden-2-yl)methyl)piperidine-4-carboxamide 
• 146737-65-7 1H-indene-2-methanamine, 2,3-dihydro 

Relevant articles and documents

Novel method for synthesizing 2-amine indene

The invention provides a novel method for synthesizing 2-amine indene. The novel method includes carrying out nucleophilic substitution reaction on bisbenzene and ethyl cyanoacetate and carrying out decarboxylation procedures to obtain compounds 15; carrying out hydrolysis to obtain compounds 16; ultimately carrying out Hofmann degradation reaction to obtain the 2-amine indene which is a target product. The bisbenzene is a chemical material and is used as a main raw material for the 2-amine indene. Compared with the prior art, the novel method has the advantages that the novel method is shortin reaction path and suitable for industrial large-scale production, raw materials are low in cost and are easily available, reaction conditions are mild, the productivity can be obviously improved, and the production cycle can be obviously shortened.

Stereoselective benzylic hydroxylation of 2-substituted indanes using toluene dioxygenase as biocatalyst

Indane, 1A, and a series of 2-substituted indane substrates, 1B-1D, 1G, 1I-1L, were found to undergo benzylic monohydroxylation catalysed by toluene dioxygenase, present in the intact cells of Pseudomonas putida UV 4, to yield enantiopure cis-indan-1-ols, 2A-2D, 2G, 2I-2L of the same absolute configuration at C-1 as major bioproducts. Enantiopure trans-indan-1-ols 6B, 6C, and 6G were also obtained as minor metabolites. Evidence of further sequential benzylic hydroxylation (bis-hydroxylation) was found only with substrates 2A, 1C, 1D and 1L to yield the corresponding enantiopure trans-1,3-diols, 3A, 3C, 3D and 3L. Minor enzyme-catalysed processes also observed include benzylic alcohol oxidation to ketones (4A, 5A, 4B, 4L, 5L), ketone reduction to benzylic alcohol 6A, ester hydrolysis to indan-2-ol 1B, and cis-dihydroxylation of indan-1-ol 6A to triol 7. The enantiopurities and absolute configurations of bioproducts have been determined using MTPA ester formation, circular dichroism spectroscopy and stereochemical correlation methods. The contribution of asymmetric oxidation and kinetic resolution to the production of bioproducts of high ee (>98%), and the metabolic sequence involved in their biotransformation by P. putida UV4 is discussed. Enantiocomplementarity was found during the benzylic hydroxylation of indan-2-ol 1B, using toluene dioxygenase and naphthalene dioxygenase, when both single enantiomers of the metabolites 2B, 4B and 6B of opposite configurations were obtained.