71772-51-5

Basic information

• Product Name: (3R,3)-all-trans-Astaxanthin
• Synonyms: (3R,3)-all-trans-Astaxanthin
• CAS NO: 71772-51-5
• Molecular Formula: C₄₀H₅₂O₄
• Molecular Weight: 596.85
• Mol File: 71772-51-5.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (3R,3)-all-trans-Astaxanthin(CAS DataBase Reference)
• NIST Chemistry Reference: (3R,3)-all-trans-Astaxanthin(71772-51-5)
• EPA Substance Registry System: (3R,3)-all-trans-Astaxanthin(71772-51-5)

Safety Data

• Hazardous Substances Data: 71772-51-5(Hazardous Substances Data)

Usage

General Description

(3R,3)-all-trans-Astaxanthin is a naturally occurring carotenoid pigment found in various marine organisms such as microalgae, fish, and crustaceans. Its chemical structure consists of a long chain of conjugated double bonds, which gives it its characteristic red-orange color. Astaxanthin has been associated with numerous health benefits, including its antioxidant properties, which help protect cells from oxidative damage and reduce inflammation. It has also been studied for its potential role in promoting skin health, eye health, and cardiovascular health. Astaxanthin is commonly used as a dietary supplement and food additive for its color and potential health benefits.

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Relevant articles and documents

A simple and efficient method for the partial synthesis of pure (3R,3’s)-astaxanthin from (3R,3’r,6’r)-lutein and lutein esters via (3R,3’s)-zeaxanthin and theoretical study of their formation mechanisms

Carotenoids are natural compounds that have important roles in promoting and maintaining human health. Synthetic astaxanthin is a highly requested product by the aquaculture industry, but natural astaxanthin is not. Various strategies have been developed

Technische Verfahren zur Synthese von Carotinoiden und verwandten Verbindungen aus 6-Oxo-isophoron. II. Ein neues Konzept fuer die Synthese von (3RS,3'RS)-Astaxanthin

Starting from 6-oxo-isophorone (2) a new concept for a seven-step synthesis of (3RS,3'RS)-astaxanthin (1) has been developed.As a key feature of the new approach, the oxidation state of astaxanthin (1) is adjusted already at an early stage of the synthesis.Thus, manipulation on more complex intermediates later in the synthesis is reduced to a minimum.Acetonide 10 or dimer 13 represent the key intermediates of this concept (Scheme 2).The whole sequence has been run on a kg scale with an overall yield of 52percent (s.Scheme 5).

Technische Verfahren zur Synthese von Carotinoiden und verwandten Verbindungen aus Oxo-isophoron. I. Modifizierung der Kienzle-Mayer-Synthese von (3S,3'S)-Astaxanthin

An efficient synthesis of (3S,3'S)-astaxanthin (1a) in high yield and optical purity starting from (4R,6R)-4-hydroxy-2,2,6-trimethylcyclohexanone (4) is reported.The absolute configuration of 1a, previously derived from ORD. data, has been confirmed by X-ray analysis of 5, a derivate of 6-oxo-isophorone (2).The key features of the improved synthesis are the two-step conversion of 4 to the key intermediate (4S)-2,6,6-trimethyl-4-hydroxy-2-cyclohexen-1-one (14), a new method for the partial reduction of the sterically hindered triple bond of (S)-6-hydroxy-3-(5-hydroxy-3-methyl-3-penten-1-ynyl)-2,4,4-trimethyl-2-cyclohexen-1-one (32), and Wittig olefination of the dialdehyde 1,6-dimethyl-1,3,5-octatrienedial (38) using phosphonium salt 37 with a free hydroxyl group.