6,8,11,13-Abietatetrene-18-oic acid methyl ester

Base Information

• Chemical Name: 6,8,11,13-Abietatetrene-18-oic acid methyl ester
• CAS No.: 18492-76-7
• Molecular Formula: C21H28O2
• Molecular Weight: 312.452
• Mol file: 18492-76-7.mol

Synonyms:13-Isopropylpodocarpa-6,8,11,13-tetrene-18-oic acid methyl ester;6,8,11,13-Abietatetrene-18-oic acid methyl ester;Abieta-6,8,11,13-tetren-18-oic acid methyl ester;Methyl 6-dehydroabietate

Chemical Property of 6,8,11,13-Abietatetrene-18-oic acid methyl ester

Chemical Property:

• PSA: 26.30000
• LogP: 5.07390

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 6,8,11,13-Abietatetrene-18-oic acid methyl ester

There total 15 articles about 6,8,11,13-Abietatetrene-18-oic 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: 90.0%

methyl 7-hydroxy-13-isopropylpodocarpe-8,11,13-trien-15-oate (369387-06-4) → methyl (1R,4aS,10aR)-1,2,3,4,4a,10a-hexahydro-1,4a-dimethyl-7-(1-methylethyl)phenanthrene-1-carboxylate (18492-76-7)

Guidance literature:

With methanesulfonyl chloride; triethylamine; In chloroform; at 0 ℃; for 3h;

DOI:10.1039/b103737b

Reference yield: 65.0%

methanol (67-56-1) + methyl (1R,4aS,9R,10aR)-9-acetoxy-1,2,3,4,4a,9,10,10a-octahydro-1,4a-dimethyl-7-(1-methylethyl)phenanthrene-1-carboxylate (22565-68-0) → methyl (1R,4aS,10aR)-1,2,3,4,4a,10a-hexahydro-1,4a-dimethyl-7-(1-methylethyl)phenanthrene-1-carboxylate (18492-76-7) + methyl (1R,4aS,9R,10aR)-1,2,3,4,4a,9,10,10a-octahydro-9-methoxy-1,4a-dimethyl-7-(1-methylethyl)phenanthrene-1-carboxylate (25236-85-5)

Guidance literature:

With hydrogenchloride; for 3h; Heating;

DOI:10.1002/hlca.19950780404

Reference yield: 18.0%

methyl (1R,4aS,9R,10aR)-9-acetoxy-1,2,3,4,4a,9,10,10a-octahydro-1,4a-dimethyl-7-(1-methylethyl)phenanthrene-1-carboxylate (22565-68-0) → methyl (1R,4aS,10aR)-1,2,3,4,4a,10a-hexahydro-1,4a-dimethyl-7-(1-methylethyl)phenanthrene-1-carboxylate (18492-76-7) + methyl (1R,4aS,9R,10aR)-1,2,3,4,4a,9,10,10a-octahydro-9-methoxy-1,4a-dimethyl-7-(1-methylethyl)phenanthrene-1-carboxylate (25236-85-5)

Guidance literature:

With hydrogenchloride; In methanol; for 3h; Heating;

DOI:10.1002/hlca.19950780404

upstream raw materials:

methyl 7-hydroxy-13-isopropylpodocarpe-8,11,13-trien-15-oate

(1R,4aS,9R,10aR)-7-Isopropyl-1,4a-dimethyl-9-trimethylsilanyloxy-1,2,3,4,4a,9,10,10a-octahydro-phenanthrene-1-carboxylic acid methyl ester

methyl 7-oxodehydroabietate

methyl 7β-hydroxy-7-d-dehydroabietate

Downstream raw materials:

7α-Benzoyloxy-6α-hydroxy-abieta-8,11,13-trien-18-saeure-methylester

Δ⁵-6-hydroxy-7-oxodehydroabietic acid (18-6)-lactone

methyl 7ξ-benzoyloxy-6α-hydroxy-dehydroabietate

methyl (1R,4aS,10aR)-1,2,3,4,4a,9,10,10a-octahydro-1,4a-dimethyl-7-(1-methylethyl)-10-oxophenanthrene-1-carboxylate

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