(1R)-1,2,3,4,4a,4bα,5,6,8a,9,10,10aα-Dodecahydro-8aα-hydroxy-1,4aβ-dimethyl-7-isopropyl-6-oxophenanthrene-1α-carboxylic acid methyl ester

Base Information

• Chemical Name: (1R)-1,2,3,4,4a,4bα,5,6,8a,9,10,10aα-Dodecahydro-8aα-hydroxy-1,4aβ-dimethyl-7-isopropyl-6-oxophenanthrene-1α-carboxylic acid methyl ester
• CAS No.: 3787-85-7
• Molecular Weight: 348.48
• Mol file: 3787-85-7.mol

Synonyms:(1R)-1,2,3,4,4a,4bα,5,6,8a,9,10,10aα-Dodecahydro-8aα-hydroxy-1,4aβ-dimethyl-7-isopropyl-6-oxophenanthrene-1α-carboxylic acid methyl ester

Chemical Property of (1R)-1,2,3,4,4a,4bα,5,6,8a,9,10,10aα-Dodecahydro-8aα-hydroxy-1,4aβ-dimethyl-7-isopropyl-6-oxophenanthrene-1α-carboxylic acid methyl ester

Chemical Property:

• Melting Point: 133-136 °C
• Boiling Point: 456.1±45.0 °C(Predicted)
• PKA: 13.38±0.70(Predicted)
• Density: 1.113±0.06 g/cm3(Predicted)

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of (1R)-1,2,3,4,4a,4bα,5,6,8a,9,10,10aα-Dodecahydro-8aα-hydroxy-1,4aβ-dimethyl-7-isopropyl-6-oxophenanthrene-1α-carboxylic acid methyl ester

There total 4 articles about (1R)-1,2,3,4,4a,4bα,5,6,8a,9,10,10aα-Dodecahydro-8aα-hydroxy-1,4aβ-dimethyl-7-isopropyl-6-oxophenanthrene-1α-carboxylic acid methyl ester 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:

methyl 8,12α-epidioxy-13-abietan-18-oate (5309-31-9,55528-88-6) → methyl 8α-hydroxy-12-oxo-13-abietan-18-oate (3787-85-7,7501-48-6,61597-76-0)

Guidance literature:

With sodium hydroxide; In ethanol; for 0.166667h; Heating;

DOI:10.1016/0031-9422(91)83732-Z

Reference yield:

diazomethane (186581-53-3,908094-01-9,334-88-3) + 12-Oxo-8-hydroxy abiet-13(14)-enoic acid (115911-97-2,130252-62-9) → methyl 8α-hydroxy-12-oxo-13-abietan-18-oate (3787-85-7,7501-48-6,61597-76-0)

Guidance literature:

In diethyl ether;

DOI:10.1016/0031-9422(90)85223-3

Reference yield:

→ Methyl-Δ13(14)-8α-hydroxy-12-keto-abietenoat (3787-85-7,7501-48-6,61597-76-0)

Guidance literature:

Δ⁸⁽¹⁴⁾-12α-Hydroxy-13αH-abietensaeure-methylester, Oxidation nach Dauben, Coates, J.Org.Chem. 28 <1963> 1698;

upstream raw materials:

diazomethane

12-Oxo-8-hydroxy abiet-13⁽¹⁴⁾-enoic acid

methyl 8,12α-epidioxy-13-abietan-18-oate

Downstream raw materials:

(1R,4aR)-7-Isopropyl-1,4a-dimethyl-6-oxo-1,2,3,4,4a,4b,5,6,10,10a-decahydro-phenanthrene-1-carboxylic acid methyl ester

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