15-hydroxydihydrokaurenoic acid methyl ester

Base Information

• Chemical Name: 15-hydroxydihydrokaurenoic acid methyl ester
• CAS No.: 106818-49-9
• Molecular Formula: C₂₁H₃₄O₃
• Molecular Weight: 334.499
• Mol file: 106818-49-9.mol

Synonyms:1H-2,10a-Ethanophenanthrene,kauran-18-oic acid deriv.

Chemical Property of 15-hydroxydihydrokaurenoic acid methyl ester

Chemical Property:

• Vapor Pressure: 5E-09mmHg at 25°C
• Boiling Point: 425.6°Cat760mmHg
• Flash Point: 163.8°C
• PSA: 46.53000
• Density: 1.1g/cm³
• LogP: 4.17920

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 15-hydroxydihydrokaurenoic acid methyl ester

There total 15 articles about 15-hydroxydihydrokaurenoic 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: 77.0%

(-)-4α-kaura-9(11),16-dien-19-oic acid methyl ester (36100-66-0) + methyl ent-kaur-15-en-19-oate (18671-79-9) + kaurenoic acid methyl ester (5524-25-4,41473-15-8) → methyl ent-11β,17-dihydroxy-9-epi-16α-kauran-19-oate (1430212-93-3) + methyl ent-17-hydroxy-16βH-kauran-19-oate (52020-25-4) + methyl ent-11α,17-dihydroxy-16βH-kauran-19-oate (75153-86-5) + methyl ent-15β-hydroxy-16α-kauran-19-oate (250718-32-2,106818-49-9)

Guidance literature:

(-)-4α-kaura-9(11),16-dien-19-oic acid methyl ester; methyl ent-kaur-15-en-19-oate; kaurenoic acid methyl ester; With sodium tetrahydroborate; boron trifluoride diethyl etherate; In tetrahydrofuran; at 20 ℃; for 2h; Inert atmosphere;

With dihydrogen peroxide; sodium hydroxide; In tetrahydrofuran; ethanol; water; at 0 - 50 ℃; for 2h; Inert atmosphere;

DOI:10.1016/j.ejmech.2012.12.010

Reference yield: 72.0%

(-)-4α-kaura-9(11),16-dien-19-oic acid methyl ester (36100-66-0) + methyl ent-kaur-15-en-19-oate (18671-79-9) + kaurenoic acid methyl ester (5524-25-4,41473-15-8) → methyl ent-17-hydroxy-16α-kaur-9(11)-en-19-oate (1430212-94-4) + methyl ent-17-hydroxy-16βH-kauran-19-oate (52020-25-4) + methyl ent-17-hydroxy-16β-kaur-9(11)-en-19-oate (75154-06-2) + methyl ent-15β-hydroxy-16α-kauran-19-oate (250718-32-2,106818-49-9)

Guidance literature:

(-)-4α-kaura-9(11),16-dien-19-oic acid methyl ester; methyl ent-kaur-15-en-19-oate; kaurenoic acid methyl ester; With sodium tetrahydroborate; boron trifluoride diethyl etherate; In tetrahydrofuran; at 20 ℃; for 1h; Inert atmosphere;

With dihydrogen peroxide; sodium hydroxide; In tetrahydrofuran; ethanol; water; at 0 - 50 ℃; for 1h; Inert atmosphere;

DOI:10.1016/j.ejmech.2012.12.010

Reference yield:

Methyl 15β-hydroxy-ent-kaur-16-en-19-oate (6619-96-1) → methyl ent-15α-hydroxykauran-19-oate (77970-49-1,106818-49-9)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; at 20 ℃; under 988 Torr;

DOI:10.1055/s-1999-2852

upstream raw materials:

methyl ent-15α-acetoxykauran-19-oate

methyl ent-15-oxokauran-19-oate

Methyl 15β-hydroxy-ent-kaur-16-en-19-oate

kaurenoic acid methyl ester

Downstream raw materials:

methyl ent-15α-hydroxykauran-19-oate

methyl ent-15-oxokauran-19-oate