3-[[Decahydro-6-hydroxy-5,8a-dimethyl-2-methylene-5-(4-methyl-3-pentenyl)naphthalen-1-yl]methyl]-2-methoxy-5,6-dimethyl-4H-pyran-4-one

Base Information

• Chemical Name: 3-[[Decahydro-6-hydroxy-5,8a-dimethyl-2-methylene-5-(4-methyl-3-pentenyl)naphthalen-1-yl]methyl]-2-methoxy-5,6-dimethyl-4H-pyran-4-one
• CAS No.: 74148-43-9
• Molecular Formula: C28H42O4
• Molecular Weight: 442.63
• Mol file: 74148-43-9.mol

Synonyms:colletochin;3-[(1R,4aR,5S,6S,8aR)-6-Hydroxy-5,8a-dimethyl-2-methylene-5-(4-methyl-pent-3-enyl)-decahydro-naphthalen-1-ylmethyl]-2-methoxy-5,6-dimethyl-pyran-4-one;

Chemical Property of 3-[[Decahydro-6-hydroxy-5,8a-dimethyl-2-methylene-5-(4-methyl-3-pentenyl)naphthalen-1-yl]methyl]-2-methoxy-5,6-dimethyl-4H-pyran-4-one

Chemical Property:

• PSA: 59.67000
• LogP: 6.30380

Purity/Quality:

99% ,98%,Electron Grade , ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
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MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-[[Decahydro-6-hydroxy-5,8a-dimethyl-2-methylene-5-(4-methyl-3-pentenyl)naphthalen-1-yl]methyl]-2-methoxy-5,6-dimethyl-4H-pyran-4-one

There total 20 articles about 3-[[Decahydro-6-hydroxy-5,8a-dimethyl-2-methylene-5-(4-methyl-3-pentenyl)naphthalen-1-yl]methyl]-2-methoxy-5,6-dimethyl-4H-pyran-4-one 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: 95.0%

3-[(1R,4aR,5S,6S,8aR)-6-(tert-butyldimethylsiloxy)-5,8a-dimethyl-2-methylene-5-(4-methylpent-3-enyl)-decahydronaphthalen-1-yl]methyl-5,6-dimethyl-2-methoxy-4H-pyran-4-one (744261-18-5) → 3-[(1R,4aR,5S,6S,8aR)-5,8a-dimethyl-2-methylene-5-(4-methylpent-3-enyl)-(6-hydroxy)decahydronaphthalen-1-yl]methyl-5,6-dimethyl-2-methoxy-4H-pyran-4-one (74148-43-9)

Guidance literature:

With boron trifluoride diethyl etherate; In acetonitrile; at 20 ℃; for 4h;

DOI:10.1016/j.tetlet.2006.03.039

Reference yield: 90.0%

Nalanthalide (145603-76-5) → 3-[(1R,4aR,5S,6S,8aR)-5,8a-dimethyl-2-methylene-5-(4-methylpent-3-enyl)-(6-hydroxy)decahydronaphthalen-1-yl]methyl-5,6-dimethyl-2-methoxy-4H-pyran-4-one (74148-43-9)

Guidance literature:

With potassium carbonate; In tetrahydrofuran; methanol; Alkaline hydrolysis;

DOI:10.1016/S0040-4039(00)02258-9

Reference yield:

viridoxin A (145940-93-8) → 3-[(1R,4aR,5S,6S,8aR)-5,8a-dimethyl-2-methylene-5-(4-methylpent-3-enyl)-(6-hydroxy)decahydronaphthalen-1-yl]methyl-5,6-dimethyl-2-methoxy-4H-pyran-4-one (74148-43-9)

Guidance literature:

With potassium hydroxide; In methanol; for 24h; Ambient temperature;

DOI:10.1021/jo00057a017

upstream raw materials:

viridoxin A

Nalanthalide

3-[(1R,4aR,5S,6S,8aR)-6-(tert-butyldimethylsiloxy)-5,8a-dimethyl-2-methylene-5-(4-methylpent-3-enyl)-decahydronaphthalen-1-yl]methyl-5,6-dimethyl-2-methoxy-4H-pyran-4-one

(4aS,5S,6S,8aS)-5,8a-dimethyl-6-hydroxy-5-(3-hydroxypropyl)decahydronaphthalen-1-one-1-ethylene acetal

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