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Diethyl 3,3'-iminodipropionate, a chemical compound with the molecular formula C11H21NO4, is a white to off-white crystalline solid. It is primarily used as an intermediate in the synthesis of pharmaceuticals and agrochemicals due to its versatile ester groups, making it a valuable building block for various organic syntheses. Additionally, it serves as a chiral building block in the production of chiral drugs and for the preparation of chiral ligands in asymmetric catalysis. Its relatively low toxicity further enhances its value and widespread use in the pharmaceutical and agricultural industries.

3518-88-5

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3518-88-5 Usage

Uses

Used in Pharmaceutical Industry:
Diethyl 3,3'-iminodipropionate is used as an intermediate in the synthesis of pharmaceuticals for its ability to contribute to the formation of complex organic molecules. Its presence in the synthesis process aids in the development of new drugs with specific therapeutic properties.
Used in Agrochemical Industry:
In the agrochemical industry, Diethyl 3,3'-iminodipropionate is used as an intermediate in the synthesis of agrochemicals to help create compounds that can protect crops from pests and diseases, thereby increasing agricultural productivity.
Used in Organic Syntheses:
Diethyl 3,3'-iminodipropionate is used as a versatile building block in organic syntheses for its ability to form ester linkages, which are crucial in the construction of a wide range of organic compounds.
Used in Chiral Drug Production:
As a chiral building block, Diethyl 3,3'-iminodipropionate is used in the production of chiral drugs to ensure the correct stereochemistry, which is essential for the drug's efficacy and safety.
Used in Asymmetric Catalysis:
Diethyl 3,3'-iminodipropionate is utilized for the preparation of chiral ligands in asymmetric catalysis, a technique that allows for the selective formation of one enantiomer over another, which is vital for the synthesis of enantioselective compounds with specific biological activities.

Check Digit Verification of cas no

The CAS Registry Mumber 3518-88-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,5,1 and 8 respectively; the second part has 2 digits, 8 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 3518-88:
(6*3)+(5*5)+(4*1)+(3*8)+(2*8)+(1*8)=95
95 % 10 = 5
So 3518-88-5 is a valid CAS Registry Number.

3518-88-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name ethyl 3-[(3-ethoxy-3-oxopropyl)amino]propanoate

1.2 Other means of identification

Product number -
Other names 3,3'-iminobis(ethyl propionate)

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:3518-88-5 SDS

3518-88-5Relevant academic research and scientific papers

On the Virtue of Indium in Reduction Reactions. A Comparison of Reductions Mediated by Indium and Zinc: Is Indium Metal an Effective Catalyst for Zinc Induced Reductions?

Matassini, Camilla,Bonanni, Marco,Marradi, Marco,Cicchi, Stefano,Goti, Andrea

supporting information, p. 1106 - 1113 (2019/12/24)

Indium(0)-mediated reductions have been reported for the transformation of several functional groups (imines, oximes, nitro groups, isoxazolidines, and conjugated alkenes, among others), prompted by the opportunity of performing the reactions in aqueous media and green conditions. We describe here the comparison of several reactions using indium or the less expensive zinc, carried out in order to evaluate the effective advantages brought about indium metal. We found some reactions for which use of In is mandatory and others where Zn worked equally well or even better. The reduction of hydroxylamines to the corresponding amines was the only reduction for which use of In provided much better results than Zn and was also possible to apply an efficient catalytic version with use of 2–5 mol-% In in the presence of stoichiometric Zn. Applicability of this catalytic reduction to “one-pot” model processes is also demonstrated.

Cobalt complex, preparation method thereof, and application thereof in selective catalysis of transfer hydrogenation reaction of cyano group

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Paragraph 0165-0167; 0170, (2018/05/07)

The invention discloses a cobalt complex, a preparation method thereof, and an application thereof in the selective catalysis of a transfer hydrogenation reaction of a cyano group. The structural formula of the cobalt complex is represented by formula I. The cobalt complex is prepared through a reaction of a cobalt salt and an NNP ligand or a PNP ligand under the protection of an inert atmosphere;and the chemical formula of the cobalt salt is CoX12, wherein X1 represents halogen, a sulfate radical, a perchlorate radical, a hexafluorophosphate radical, a hexafluoroantimonate radical, a tetrafluoroborate radical, a trifluoromethanesulfonate radical or a tetra(pentafluorophenyl)borate radical. The cobalt complex can be used in the selective catalysis of the transfer hydrogenation reaction ofthe cyano group to obtain a primary amine compound, a secondary amine compound and a tertiary amine compound, the primary amine compound, the secondary amine compound and the tertiary amine compoundare important intermediates in a series of subsequent functionalizing reactions, and the cobalt complex has a very high catalysis activity, and has great research values and a great application prospect.

Synthesis method of bacterial infection resistant medicine intermediate

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Paragraph 0026; 0034; 0035, (2018/07/30)

The invention belongs to the technical field of chemical medicine intermediate synthesis, and particularly relates to a synthesis method of a bacterial infection resistant medicine intermediate. Liquid ammonia and acrylic ester are used as raw materials for preparing a diester type secondary amine compound 1; then, through cyclization, piperidone is prepared; then, scientific reaction catalysts, temperature and time are used; substitution reaction of secondary amine and iso-propyl iodide is used; the target product is synthesized through six-step reaction; the yield of the whole route reachesup to 35 percent.

RECYCLABLE CATALYSTS FOR CHLORINATION OF ORGANIC ACIDS AND ALCOHOLS

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Paragraph 0066-0068, (2017/10/10)

The present invention discloses recyclable polymeric catalyst of Formula I, for chlorination of organic acids and alcohols using chlorinating agents such as carbonyl chloride, oxalyl chloride or thionyl chloride, wherein, ‘m’ on the pendent groups on polystyrene backbone can have values from 1 to 5 and R is the alkyl group ranging from C1 to C5.

Mild and Selective Cobalt-Catalyzed Chemodivergent Transfer Hydrogenation of Nitriles

Shao, Zhihui,Fu, Shaomin,Wei, Mufeng,Zhou, Shaolin,Liu, Qiang

supporting information, p. 14653 - 14657 (2016/11/23)

Herein, we describe a selective cobalt-catalyzed chemodivergent transfer hydrogenation of nitriles to synthesize primary, secondary, and tertiary amines. The solvent effect plays a key role for the selectivity control. The general applicability of this procedure was highlighted by the synthesis of more than 70 amine products bearing various functional groups in high chemoselectivity. Moreover, this mild system achieved >2000 TONs (turnover numbers) for the transfer hydrogenation of nitriles.

N-alkylated cyclen cobalt(III) complexes of 1-(chloromethyl)-3-(5,6,7- trimethoxyindol-2-ylcarbonyl)-2,3-dihydro-1H-pyrrolo[3,2-f]quinolin-5-ol DNA alkylating agent as hypoxia-activated prodrugs

Lu, Guo-Liang,Stevenson, Ralph J.,Chang, John Yu-Chih,Brothers, Penelope J.,Ware, David C.,Wilson, William R.,Denny, William A.,Tercel, Moana

experimental part, p. 4861 - 4867 (2011/09/21)

A series of cobalt complexes of the potent DNA minor groove alkylator 1-(chloromethyl)-3-(5,6,7-trimethoxyindol-2-ylcarbonyl)-2,3-dihydro-1H- pyrrolo[3,2-f]quinolin-5-ol (seco-6-azaCBI-TMI) were prepared from a series of N-substituted cyclen ligands. The final N-substituted complexes carried formal overall charges ranging from +2 to -2 and showed limited improvements in solubility. They showed similar stabilities to that of the complex with the unsubstituted cyclen ligand, and large but variable attenuation of the cytotoxicity of the free alkylator (2-30-fold), compared to 150-fold for the unsubstituted ligand. However, they had oxic/hypoxic ratios (2-22-fold) comparable to that of the unsubstituted cyclen complex (5).

Synthesis of dendritic tryptophan derivatives and investigation on dendritic effects of their fluorescence and reactivity

He, Dongsheng,He, Gu,Guo, Li

scheme or table, p. 454 - 460 (2012/04/10)

Two series of dendritic tryptophan derivatives have been synthesized and characterized, their emission spectra in different solvents and the reactivity of tryptophan were investigated and compared. There was a progressive shielding effect of the tryptophan in the emissive wavelengths of dendrimers increased with the size or generation of the dendritic shell.

Bone targeting prodrugs based on peptide dendrimers, synthesis and hydroxyapatite binding in vitro

Ouyanga, Liang,Huang, Wencai,Hea, Gu,Guo, Li

experimental part, p. 272 - 277 (2010/04/23)

Novel bone targeting naproxen prodrugs with poly(aspartic acid) moieties and with two and three poly(aspartic acid) sequences peptide dendrimers were synthesized using a conventional method. The modified naproxen conjugates were incubated with hydroxyapatite in PBS at physiological conditions over 16h. The study revealed the hydroxyapatite binding properties of poly(aspartic acid) and it was found that the peptide dendrimer prodrugs exhibited a faster initial binding and a greater total binding. The obtained binding data in vitro indicated that the peptide dendrimers with poly(aspartic acid) sequences were useful for the development of new bone targeting molecules for drug delivery to bone.

Indium-mediated reduction of hydroxylamines to amines

Cicchi, Stefano,Bonanni, Marco,Cardona, Francesca,Revuelta, Julia,Goti, Andrea

, p. 1773 - 1776 (2007/10/03)

(Matrix presented) A novel and simple procedure for reduction of hydroxylamines to the corresponding amines by means of indium powder in aqueous media is reported. Applicability to one-pot reactions and isoxazolidine N-O bond reduction is also demonstrated. A catalytic version of the process using 2-5% In in the presence of other metals (Zn, Al) has been successfully developed.

Substituted β-alanines

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Page column 98, (2010/01/30)

The invention is directed to physiologically active compounds of general formula (I): wherein R1 is hydrogen, halogen, lower alkyl or lower alkoxy; X1, X2 and X6 independently represent N or CR2; and one of X3, X4 and X5 represents CR3 and the others independently represents N or CR2 where R2 is hydrogen, halogen, lower alkyl or lower alkoxy; and R3 represents a group —L1—(CH2)n—C(=O)—N(R4)—CH2—CH2—Y; and their prodrugs, and pharmaceutically acceptable salts and solvates of such compounds and their prodrugs. Such compounds have valuable pharmaceutical properties, in particular the ability to regulate the interaction of VCAM-1 and fibronectin with the integrin VLA-4 (à4β1).

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