methyl 12-hydroxyabieta-8(14),9(11),12-trien-18-oate

Base Information

• Chemical Name: methyl 12-hydroxyabieta-8(14),9(11),12-trien-18-oate
• CAS No.: 13742-23-9
• Molecular Formula: C₂₁H₃₀O₃
• Molecular Weight: 330.467
• Mol file: 13742-23-9.mol

Synonyms:1-Phenanthrenecarboxylicacid, 1,2,3,4,4a,9,10,10a-octahydro-6-hydroxy-1,4a-dimethyl-7-(1-methylethyl)-,methyl ester, [1R-(1a,4ab,10aa)]-; Abietic acid, 6-hydroxydehydro-, Me ester (4CI);Abietic acid, dehydro-6-hydroxy-, methyl ester (6CI);Podocarpa-8,11,13-trien-15-oic acid, 12-hydroxy-13-isopropyl-, methyl ester(8CI); 12-Hydroxydehydroabietic acid methyl ester; Methyl12-hydroxydehydroabietate; NSC 146206; Torreyagrandate

Chemical Property of methyl 12-hydroxyabieta-8(14),9(11),12-trien-18-oate

Chemical Property:

• Vapor Pressure: 4.87E-08mmHg at 25°C
• Boiling Point: 431.1°C at 760 mmHg
• Flash Point: 167°C
• Density: 1.074g/cm³

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of methyl 12-hydroxyabieta-8(14),9(11),12-trien-18-oate

There total 28 articles about methyl 12-hydroxyabieta-8(14),9(11),12-trien-18-oate 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: 98.0%

methyl 12-acetoxyabieta-6,8,11,13-tetraen-18-oate (30906-06-0) → (1R,4aS,10aR)-6-Hydroxy-7-isopropyl-1,4a-dimethyl-1,2,3,4,4a,9,10,10a-octahydro-phenanthrene-1-carboxylic acid methyl ester (13742-23-9)

Guidance literature:

With potassium carbonate; In methanol; at 20 ℃; for 1h;

DOI:10.1021/acs.jnatprod.8b00884

Reference yield: 95.0%

Methyl-12-acetoxydehydroabietat (30906-06-0,55803-91-3) → (1R,4aS)-6-Hydroxy-7-isopropyl-1,4a-dimethyl-1,2,3,4,4a,9,10,10a-octahydro-phenanthrene-1-carboxylic acid methyl ester (13742-23-9,25356-78-9,55803-83-3,57593-07-4)

Guidance literature:

With sodium hydrogencarbonate; In methanol; water; at 20 ℃; for 12.5h;

DOI:10.1021/acs.joc.8b02832

Reference yield: 85.0%

<1R-(1α,4aβ,4bα,10aα)>-1,2,3,4,4a,4b,5,6,10,10a-Decahydro-1,4a-dimethyl-7-(1-methylethyl)-6-oxo-1-phenanthrencarbonsaeure-methylester (55623-34-2) → (1R,4aS,10aR)-6-Hydroxy-7-isopropyl-1,4a-dimethyl-1,2,3,4,4a,9,10,10a-octahydro-phenanthrene-1-carboxylic acid methyl ester (13742-23-9)

Guidance literature:

With sulfuric acid; In acetic acid; for 12h; Heating;

DOI:10.1016/j.tetlet.2006.12.009

upstream raw materials:

12-aminodehydroabietic acid, methyl ester

<1R-(1α,4aβ,4bα,6α,10aα)>-1,2,3,4,4a,4b,5,6,10,10a-Decahydro-6-hydroxy-1,4a-dimethyl-7-(1-methylethyl)-1-phenanthrencarbonsaeure-methylester

methyl 12-acetoxyabieta-6,8,11,13-tetraen-18-oate

<1R-(1α,4aβ,4bα,10aα)>-1,2,3,4,4a,4b,5,6,10,10a-Decahydro-1,4a-dimethyl-7-(1-methylethyl)-6-oxo-1-phenanthrencarbonsaeure-methylester

Downstream raw materials:

12-Benzyloxyabieta-8,11,13-trien-18-saeuremethylester

8β-Benzoyloxy-12-oxoabieta-9(11),13-dien-18-saeuremethylester

methyl 12-benzoyloxy-11-hydroxyabieta-8,11,13-trien-18-oate

13α-Benzoyloxy-12-oxoabieta-8(14),9(11)-dien-18-saeuremethylester