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The chemical compound "(2S,3R,4S,5R,6R)-2-((5,7-diacetoxy-2-(3,4-diacetoxyphenyl)-4-oxochroman-3-yl)oxy)-6-(((2R,3R,4R,5S,6S)-3,4,5-triacetoxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)methyltetrahydro-2H-pyran-3,4,5-triyl triacetate" is a complex organic molecule with a highly specific stereochemistry. It features a chroman core with multiple acetoxy groups, which are acetate esters of hydroxyl groups, and a tetrahydro-2H-pyran ring system. The compound is characterized by its intricate arrangement of chiral centers, indicated by the "2S,3R,4S,5R,6R" and "2R,3R,4R,5S,6S" notations, which describe the three-dimensional orientation of the atoms around each chiral center. This molecule is a derivative of a chroman, which is a type of chromone with a saturated ring, and it includes a tetrahydro-2H-pyran ring fused to the chroman. The presence of multiple acetate esters suggests that (2S,3R,4S,5R,6R)-2-((5,7-diacetoxy-2-(3,4-diacetoxyphenyl)-4-oxochroman-3-yl)oxy)-6-(((2R,3R,4R,5S,6S)-3,4,5-triacetoxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)methyltetrahydro-2H-pyran-3,4,5-triyl triacetate may be used in chemical synthesis or as a precursor in the preparation of other complex organic molecules, potentially in the fields of pharmaceuticals or materials science.

2328-13-4

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2328-13-4 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 2328-13-4 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,3,2 and 8 respectively; the second part has 2 digits, 1 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 2328-13:
(6*2)+(5*3)+(4*2)+(3*8)+(2*1)+(1*3)=64
64 % 10 = 4
So 2328-13-4 is a valid CAS Registry Number.

2328-13-4Downstream Products

2328-13-4Relevant academic research and scientific papers

Peracetylation of polyphenols under rapid and mild reaction conditions

Castro, Rosane Nora,Freire de Lima, Marco Edilson,Pitasse-Santos, Paulo,de Alcantara Pinto, Douglas Chaves,de Souza, Gabriela Alves

supporting information, (2022/01/31)

Structural modifications are an important tool for studying the properties of naturally occurring polyphenols. Regarding the preparation of acetyl esters, the presence of hydroxyl groups stabilized by intramolecular hydrogen bonds may pose an obstacle for

Synthesis, formulation and analytical method validation of rutin derivative

Abualhasan, Murad,Assali, Mohyeddin,Jaradat, Nidal,Sarhan, Tala

, p. 685 - 695 (2019/06/24)

Background: In this study; we aimed to increase water solubility and formula dissolution through synthesizing more soluble chemical derivative of rutin. Objective: The synthesized rutin derivative is novel and shows an improvement in solubility and hence

Synthesis of new glycosylated flavonoids with inhibitory activity on cell growth

Neves, Ana R,Correia-da-Silva, Marta,Silva, Patrícia M. A,Ribeiro, Diana,Sousa, Emília,Bousbaa, Hassan,Pinto, Madalena

, (2018/05/22)

Natural flavonoids and xanthone glycosides display several biological activities, with the glycoside moiety playing an important role in the mechanism of action of these metabolites. Herein, to give further insights into the inhibitory activity on cell gr

Synthesis of 6- or 8-bromo flavonoids by regioselective mono-bromination and deprotection protocol from flavonoid alkyl ethers

Pan, Guojun,Yang, Ke,Ma, Yantao,Zhao, Xia,Lu, Kui,Yu, Peng

supporting information, p. 1460 - 1466 (2015/07/15)

C-6 and C-8 monobromo flavonoids are important building blocks for the synthesis of flavonoid natural products and their derivatives. Bromination of suitably alkylated flavonoids with N-bromosuccinimide in dichloromethane (DCM), followed by deprotection with BCl3, gives either a C-6 or a C-8 monobromo flavonoid in high yield and with high regioselectivity, depending on the protection pattern of the C-5 and C-7 OH groups. The mild and neutral conditions are particularly useful for the regioselective bromination of acid-labile substrates.

Regioselective iodination of flavonoids by N-iodosuccinimide under neutral conditions

Lu, Kui,Chu, Jie,Wang, Haomeng,Fu, Xiaoli,Quan, Dewu,Ding, Hongxia,Yao, Qingwei,Yu, Peng

supporting information, p. 6345 - 6348 (2013/11/06)

Regioselective synthesis of C-6 and C-8 monoiodo flavonoids, which are important intermediates for the synthesis of flavonoid natural products and drug molecules, was achieved by iodination of suitably alkylated flavonoids with N-iodosuccinimide (NIS) in DMF. The iodination gives either a C-6 or C-8 iodo flavonoid in high yield, depending on the protection pattern of the C-5 and C-7 OH groups. The mild and neutral conditions render this novel protocol particularly useful for the regioselective iodination of acid-sensitive substrates.

Cyanogenic and non-cyanogenic glycosides from Manihot esculenta (euphorbiaceae)

Anam, Edet M.

experimental part, p. 423 - 429 (2009/12/24)

A novel cyanogenic glycoside, 2-((6-0-(β-D-apiofuranosyl)-β- D-glucopyranosyloxy)-2-methylbutanenitrile, I, three novel non- cyanogenic glycosides, (2S)-((6-0-(β-D-apiofuranosyI)-β-D-gluco- pyranosyloxy) butane, 2; 2-((6-0-(β-D-apiofuranosyl)-β-D-gluco- pyranosyloxy) propane, 3, ethyl p-D-glucopyranosidc, 4, two known cyanogenic glycosides, (R)-2-(β-D-Glucopyranosyloxy)-2- methyl butanenitrile (lotaustralin), 5, 2-(β-D-Glucopyranosyloxy)- 2-methylpropane nitrile (linamarin), 6 have been isolated from ethanolic extract of the fresh rootcortex of Manihot esculenta. Lotaustralin and linamarin and two flavonoid glycosides, kaempferol-3-O- rutinosidc, 7 and quercctin-3-O-rutinoside, 8 have been isolated from the methanol extract of the fresh leaves of the same plant.

Isolation and measurement of quercetin glucosides in flower buds of Japanese butterbur (Petasites japonicus subsp. gigantea Kitam.)

Matsuura, Hideyuki,Amano, Midori,Kawabata, Jun,Mizutani, Junya

, p. 1571 - 1575 (2007/10/03)

Three quercetin glucosides were isolated from flower buds of Japanese butterbur (Petasites japonicus subsp. gigantea Kitam.) together with caffeic acid as the ingredients that had DPPH radical scavenging activity, using the DPPH-HPLC method for measuring

Oviposition Deterrent of a Rutaceae-feeding Swallowtail Butterfly, Papilio xuthus, from a Non-host Rutaceous Plant, Orixa japonica

Nishida, Ritsuo,Ohsugi, Takao,Fukami, Hiroshi,Nakajima, Shuhei

, p. 1265 - 1270 (2007/10/02)

Females of the Rutaceae-feeding swallowtail butterfly, Papilio xuthus, do not oviposit on the rutaceous plant, Orixa japonica.A methanolic extract of O. japonica leaves was found to contain contact-chemical factors which deterred oviposition of the butter

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