methyl ent-labda-8⁽¹⁷⁾,13-E-dien-15-oate, methyl copalate

Base Information

• Chemical Name: methyl ent-labda-8⁽¹⁷⁾,13-E-dien-15-oate, methyl copalate
• CAS No.: 10395-37-6
• Molecular Formula: C₂₁H₃₄O₂
• Molecular Weight: 318.5
• Mol file: 10395-37-6.mol

Synonyms:

Chemical Property of methyl ent-labda-8⁽¹⁷⁾,13-E-dien-15-oate, methyl copalate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl ent-labda-8⁽¹⁷⁾,13-E-dien-15-oate, methyl copalate

There total 36 articles about methyl ent-labda-8⁽¹⁷⁾,13-E-dien-15-oate, methyl copalate 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: 84.0%

Methyl diethylphosphonoacetate (1067-74-9) + 4-((1S,4aS,8aS)-5,5,8a-trimethyl-2-methylene-decahydronaphthalen-1-yl)butan-2-one (10266-75-8) → Methyl labda-8(17),13Z-dien-15-oate (10395-37-6) + methyl (5S,9S,10S,13E)-labda-8(17),13-dien-15-oate (30801-12-8)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 20 ℃; for 24h;

DOI:10.1016/S0040-4020(00)00791-2

Reference yield: 78.0%

Methyl diethylphosphonoacetate (1067-74-9) + (1R,4aR,8aR)-2-methylene-1-(3-oxobutyl)-5,5,8a-trimethyldecahydronaphthalene (66971-94-6) → methyl ent-labda-8(17),13-E-dien-15-oate, methyl copalate (10395-37-6,13902-79-9,16633-28-6,17110-88-2,30801-12-8,67010-58-6,110662-53-8) + (Z)-3-Methyl-5-((1R,4aR,8aR)-5,5,8a-trimethyl-2-methylene-decahydro-naphthalen-1-yl)-pent-2-enoic acid methyl ester

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 20 ℃; for 24h;

DOI:10.1016/S0040-4020(00)00791-2

Reference yield: 68.0%

N-methyl-N-nitrosotoluene-p-sulfonamide (80-11-5) + 5-(2-methylene-5,5,8a-trimethyl-(1R,4aR,8aR)-decahydronaphthalen-1-yl)-3-methylpent-2E-enoic acid (20257-75-4) → methyl ent-labda-8(17),13-E-dien-15-oate, methyl copalate (10395-37-6,13902-79-9,16633-28-6,17110-88-2,30801-12-8,67010-58-6,110662-53-8)

Guidance literature:

With potassium hydroxide; In diethyl ether; at 0 - 100 ℃;

DOI:10.21577/0103-5053.20160268

upstream raw materials:

diazomethane

Labda-8⁽¹⁷⁾,13E-dien-15-oic acid

methanol

(5S,9S,10S)-labda-8⁽¹⁷⁾,13-diene-15-al

Downstream raw materials:

5-(2-methylene-5,5,8a-trimethyl-(1R,4aR,8aR)-decahydronaphthalen-1-yl)-3-methylpent-2E-enoic acid

(E)-3-Methyl-5-((1R,4aR,8aR)-5,5,8a-trimethyl-2-methylene-decahydro-naphthalen-1-yl)-pent-2-enoic acid (S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester

(4aR,5S,8aR)-6-[1-Bromo-meth-(E)-ylidene]-1,1,4a-trimethyl-5-((E)-3-methyl-5-trityloxy-pent-3-enyl)-decahydro-naphthalene