(3S,5S,6R)-3-acetoxy-5,6-epoxy-5,6-dihydro-β-ionon

Base Information

• Chemical Name: (3S,5S,6R)-3-acetoxy-5,6-epoxy-5,6-dihydro-β-ionon
• CAS No.: 50281-40-8
• Molecular Formula: C₁₅H₂₂O₄
• Molecular Weight: 266.337
• Mol file: 50281-40-8.mol

Synonyms:(3S,5S,6R)-3-acetoxy-5,6-epoxy-5,6-dihydro-β-ionon

Chemical Property of (3S,5S,6R)-3-acetoxy-5,6-epoxy-5,6-dihydro-β-ionon

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S,5S,6R)-3-acetoxy-5,6-epoxy-5,6-dihydro-β-ionon

There total 1 articles about (3S,5S,6R)-3-acetoxy-5,6-epoxy-5,6-dihydro-β-ionon 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:

→ Acetic acid 1,5,5-trimethyl-6-((E)-3-oxo-but-1-enyl)-7-oxa-bicyclo[4.1.0]hept-3-yl ester (38274-02-1,50281-40-8,50281-41-9,51795-22-3,51795-23-4,54165-56-9,54165-57-0)

Guidance literature:

aus Alkohol X;

DOI:10.1016/S0040-4039(01)84863-2

Reference yield: 60.0%

(3S,5S,6R)-3-acetoxy-5,6-epoxy-5,6-dihydro-β-ionon (50281-40-8) → (3S,5R,6R)-3-acetoxy-5,6-dihydroxy-5,6-dihydro-β-ionon (96140-28-2)

Guidance literature:

With sulfuric acid; In tetrahydrofuran; water; at 44 ℃; for 7h;

DOI:10.1002/hlca.19840670804

Reference yield:

(3S,5S,6R)-3-acetoxy-5,6-epoxy-5,6-dihydro-β-ionon (50281-40-8) → (3S,5R,6R,3'S,5'R,6'R)-5,6,5',6'-tetrahydro-β,β-carotin-3,5,6,3',5',6'-hexol

Guidance literature:

Multi-step reaction with 5 steps

1: 93 percent / NaH / hexane; tetrahydrofuran / 20 h / Ambient temperature

2: 83 percent / H₂SO₄ / tetrahydrofuran; H₂O / RT, 30 min; 50 deg C, 2.5 h

3: 76 percent / DIBAH / diethyl ether; hexane / 1.5 h / 0 °C

4: MnO₂ / ethyl acetate / 1 h / Ambient temperature

5: 41 percent / NaOMe / methanol / -25- -35 deg C, 2 h; RT, 4 h

With manganese(IV) oxide; sulfuric acid; sodium methylate; sodium hydride; diisobutylaluminium hydride; In tetrahydrofuran; methanol; diethyl ether; hexane; water; ethyl acetate;

DOI:10.1002/hlca.19840670804

Downstream raw materials:

(3S,5R,6R)-3-acetoxy-5,6-dihydroxy-5,6-dihydro-β-ionon

(6S,7E)-6-hydroxy-4,7-megastigmadien-3,9-dione

2-<(3S,5R,6R)-3,5,6-trihydroxy-5,6-dihydro-β-ionyliden>acetaldehyd

<(3S,5R,6R)-3-acetoxy-5,6-dihydroxy-5,6-dihydro-β-ionyliden>essigsaeure-aethylester