6-Hydroxy-5,6-dehydrosugiol

Base Information

• Chemical Name: 6-Hydroxy-5,6-dehydrosugiol
• CAS No.: 140923-35-9
• Molecular Formula: C₂₀H₂₆O₃
• Molecular Weight: 314.425
• Mol file: 140923-35-9.mol

Synonyms:9(1H)-Phenanthrenone,2,3,4,4a-tetrahydro-6,10-dihydroxy-1,1,4a-trimethyl-7-(1-methylethyl)-, (R)-;(-)-6,12-Dihydroxyabieta-5,8,11,13-tetraen-7-one; 6-Hydroxy-5,6-dehydrosugiol;Montbretol; Montbretrol

Chemical Property of 6-Hydroxy-5,6-dehydrosugiol

Chemical Property:

• PSA: 57.53000
• LogP: 4.99180

Purity/Quality:

HPLC≥98% ^*data from raw suppliers

6-Hydroxy-5,6-dehydrosugiol ≥98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-Hydroxy-5,6-dehydrosugiol

There total 15 articles about 6-Hydroxy-5,6-dehydrosugiol 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: 60.0%

(4aS,10aS)-7-isopropyl-6-methoxy-1,1,4a-trimethyl-1,2,3,4,4a,10a-hexahydrophenanthrene (70614-86-7) → 6α-hydroxy-7-oxoferruginol (55898-07-2) + 6-Hydroxy-5,6-dehydrosugiol (140923-35-9)

Guidance literature:

(4aS,10aS)-7-isopropyl-6-methoxy-1,1,4a-trimethyl-1,2,3,4,4a,10a-hexahydrophenanthrene; With 3,3-dimethyldioxirane; In dichloromethane; acetone; at 25 ℃; for 1h;

With sodium thioethylate; In dichloromethane; N,N-dimethyl-formamide; acetone; at 90 ℃; for 8h;

DOI:10.1016/j.tetlet.2013.06.048

Reference yield: 58.0%

(+/-)-6-hydroxy-5,6-dehydrosugiyl methyl ether (94608-98-7) → (+/-)-6-hydroxy-5,6-dehydrosugiol (140923-35-9)

Guidance literature:

With boron tribromide; In dichloromethane; at -5 ℃; for 1h;

DOI:10.1016/S0040-4020(03)00883-4

Reference yield: 19.0%

(4aR)-6-(acetyloxy)-10-hydroxy-7-isopropyl-1,1,4a-trimethyl-2,3,4,4a-tetrahydro-9(1H)-phenanthrenone (1243263-22-0) → 6-Hydroxy-5,6-dehydrosugiol (140923-35-9)

Guidance literature:

With sodium methylate; In tetrahydrofuran; methanol; at 20 ℃; for 0.5h;

DOI:10.1055/s-0029-1218806

upstream raw materials:

(4aR)-6-(acetyloxy)-10-hydroxy-7-isopropyl-1,1,4a-trimethyl-2,3,4,4a-tetrahydro-9(1H)-phenanthrenone

(+)-(4aS,10aS)-6-acetyl-7-isopropyl-1,1,4a-trimethyl-1,2,3,4,4a,9,10,10a-octahydrophenanthrene

ar-abietatriene

ferruginol acetate