2-Deacetoxydecinnamoyltaxinine J

Base Information

• Chemical Name: 2-Deacetoxydecinnamoyltaxinine J
• CAS No.: 87193-98-4
• Molecular Formula: C₂₈H₄₀O₉
• Molecular Weight: 520.62
• Mol file: 87193-98-4.mol

Synonyms:acetic acid 7,10,13-triacetoxy-5-hydroxy-8,12,15,15-tetramethyl-4-methylene-tricyclo[9.3.1.0(3,8)]pentadec-11-en-9-ylester

Chemical Property of 2-Deacetoxydecinnamoyltaxinine J

Chemical Property:

Purity/Quality:

98.0% ^*data from raw suppliers

2-DeacetoxydecinnamoyltaxinineJ 95+% ^*data from reagent suppliers

Safty Information:

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Technology Process of 2-Deacetoxydecinnamoyltaxinine J

There total 3 articles about 2-Deacetoxydecinnamoyltaxinine J 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%

2-desacetoxytaxinine J (119347-14-7) → acetic acid 7,10,13-triacetoxy-5-hydroxy-8,12,15,15-tetramethyl-4-methylene-tricyclo[9.3.1.0(3,8)]pentadec-11-en-9-ylester (87193-98-4)

Guidance literature:

With hydroxylamine; sodium acetate; In ethanol; water; at 80 ℃; for 24h;

DOI:10.1016/S0968-0896(01)00106-7

Reference yield:

21β-deacetoxyaustrospicatine → acetic acid 7,10,13-triacetoxy-5-hydroxy-8,12,15,15-tetramethyl-4-methylene-tricyclo[9.3.1.0(3,8)]pentadec-11-en-9-ylester (87193-98-4)

Guidance literature:

Multi-step reaction with 2 steps

1: m-CPBA / tetrahydrofuran / 20 °C

2: NH₂OH*HCl; aq. NaOAc / ethanol / Heating

With hydroxylamine hydrochloride; sodium acetate; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; ethanol;

DOI:10.1016/j.bmcl.2006.12.101

Reference yield:

acetic anhydride (108-24-7) + 5α,7β,9α,10β,13α-pentahydroxy-4(20),11(12)-taxadiene (27854-03-1) → 5α,13α-dihydroxy-7β,9α,10β-triacetoxy-4(20),11(12)-taxadiene (119777-85-4) + 5α,7β,9α,10β,13α-pentaacetoxy-4(20),11(12)-taxadiene (27854-02-0) + acetic acid 7,10,13-triacetoxy-5-hydroxy-8,12,15,15-tetramethyl-4-methylene-tricyclo[9.3.1.0(3,8)]pentadec-11-en-9-ylester (87193-98-4)

Guidance literature:

With triethylamine; In dichloromethane; for 5h; Ambient temperature;

DOI:10.1016/S0040-4020(99)00290-2

upstream raw materials:

2-desacetoxytaxinine J

acetic anhydride

5α,7β,9α,10β,13α-pentahydroxy-4(20),11(12)-taxadiene

Downstream raw materials:

2-(2,4-dimethoxy-phenyl)-4-isobutyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester 5-(7,9,10-triacetoxy-5-hydroxy-8,12,15,15-tetramethyl-4-methylene-tricyclo[9.3.1.0^3,8]pentadec-11-en-13-yl) ester

2-(2,4-dimethoxy-phenyl)-4-isobutyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester 5-[7,9,10-triacetoxy-8,12,15,15-tetramethyl-4-methylene-5-(3-phenyl-acryloyloxy)-tricyclo[9.3.1.0^3,8]pentadec-11-en-13-yl] ester

C₇₁H₁₀₄O₂₀Si₂

Acetic acid (1R,3S,4S,5S,7S,8S,9R,10R,13S)-7,10,13-triacetoxy-4-(benzyloxyimino-methyl)-4,5-dihydroxy-8,12,15,15-tetramethyl-tricyclo[9.3.1.0^3,8]pentadec-11-en-9-yl ester

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