(3R,3'S)-zeaxanthin-3-acetate

Base Information

• Chemical Name: (3R,3'S)-zeaxanthin-3-acetate
• CAS No.: 1187923-67-6
• Molecular Formula: C₄₂H₅₈O₃
• Molecular Weight: 610.921
• Mol file: 1187923-67-6.mol

Synonyms:(3R,3'S)-zeaxanthin-3-acetate

Chemical Property of (3R,3'S)-zeaxanthin-3-acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3R,3'S)-zeaxanthin-3-acetate

There total 3 articles about (3R,3'S)-zeaxanthin-3-acetate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

vinyl acetate (108-05-4,9003-20-7) + (3R,3'(RS))-β,β-carotene-3,3'-diol (144-68-3,3309-19-1,24502-92-9,29472-68-2,31272-50-1,31272-53-4,57820-80-1,60046-54-0,60497-64-5,60497-65-6,72002-36-9,72580-10-0,100347-92-0,100347-97-5,136656-95-6,136733-98-7,136733-99-8,136734-01-5,136734-02-6) → (3R,3'S)-zeaxanthin-3-acetate (1187923-67-6) + (all-E,3R,3'R)-β,β-carotene-3,3'-diol 3-acetate

Guidance literature:

Lipase PS; In tetrahydrofuran; at 20 ℃; for 24h;

Reference yield:

(3R)-3-hydroxy-3',4'-didehydro-β,β-carotene (54422-80-9,752-29-4) → (3R,3'S)-zeaxanthin-3-acetate (1187923-67-6) + (all-E,3R,3'R)-β,β-carotene-3,3'-diol 3,3'-diacetate (115406-45-6,16638-61-2) + (all-E,3R,3'R)-β,β-carotene-3,3'-diol 3-acetate

Guidance literature:

(3R)-3-hydroxy-3',4'-didehydro-β,β-carotene; With tetrahydrofuran; sodium tetrahydroborate; methyl iodide; at 10 - 20 ℃; for 2h; Inert atmosphere;

With methanol; dihydrogen peroxide; sodium hydroxide; at -10 - 29 ℃; for 1h; Inert atmosphere;

With vinyl acetate; In tetrahydrofuran; at 20 ℃; for 48h; regioselective reaction; Inert atmosphere; Enzymatic reaction;

DOI:10.1055/s-0031-1289662

Reference yield:

lutein (127-40-2) → (3R,3'S)-zeaxanthin-3-acetate (1187923-67-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sulfuric acid / propan-1-ol; water / 20 h / Reflux

2.1: tetrahydrofuran; sodium tetrahydroborate; methyl iodide / 2 h / 10 - 20 °C / Inert atmosphere

2.2: 1 h / -10 - 29 °C / Inert atmosphere

2.3: immobilized lipase from Pseudomonas cepacia / 48 h / 20 °C / Inert atmosphere; Enzymatic reaction

With tetrahydrofuran; sodium tetrahydroborate; sulfuric acid; methyl iodide; In propan-1-ol; water;

DOI:10.1055/s-0031-1289662

upstream raw materials:

vinyl acetate

(3R,3'(RS))-β,β-carotene-3,3'-diol

lutein

(3R)-3-hydroxy-3',4'-didehydro-β,β-carotene

Downstream raw materials:

lutein

Refernces

• 1、 -. "Process for Synthesis of (3R,3'R)-Zeaxanthin and (3R,3'S;meso)-Zeaxanthin from (3R,3'R,6'R)-Lutein via (3R)-3',4'-Anhydrolutein". Page/Page column 10. . Retrieved 2009/10/01.