ethyl (15β,16α)-16-hydroxy-15-({[(4-methylphenyl)sulfonyl]oxy}methyl)beyeran-18-oate

Base Information

• Chemical Name: ethyl (15β,16α)-16-hydroxy-15-({[(4-methylphenyl)sulfonyl]oxy}methyl)beyeran-18-oate
• CAS No.: 1149371-92-5
• Molecular Formula: C₃₀H₄₄O₆S
• Molecular Weight: 532.742
• Mol file: 1149371-92-5.mol

Synonyms:ethyl (15β,16α)-16-hydroxy-15-({[(4-methylphenyl)sulfonyl]oxy}methyl)beyeran-18-oate

Chemical Property of ethyl (15β,16α)-16-hydroxy-15-({[(4-methylphenyl)sulfonyl]oxy}methyl)beyeran-18-oate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl (15β,16α)-16-hydroxy-15-({[(4-methylphenyl)sulfonyl]oxy}methyl)beyeran-18-oate

There total 4 articles about ethyl (15β,16α)-16-hydroxy-15-({[(4-methylphenyl)sulfonyl]oxy}methyl)beyeran-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: 75.0%

ethyl (15β,16α)-16-hydroxy-15-(hydroxymethyl)beyeran-18-oate (882175-41-9) + p-toluenesulfonyl chloride (98-59-9) → ethyl (15β,16α)-16-hydroxy-15-({[(4-methylphenyl)sulfonyl]oxy}methyl)beyeran-18-oate (1149371-92-5)

Guidance literature:

With pyridine; at 20 ℃; for 18h;

DOI:10.1016/j.bmcl.2008.12.101

Reference yield:

ethyl (4R,4aS,6aR,9S,11aR,11bS)-4,9,11b-trimethyl-8-oxotetradecahydro-6a,9-methanocyclohepta[a]naphthalene-4-carboxylate (160283-49-8) → ethyl (15β,16α)-16-hydroxy-15-({[(4-methylphenyl)sulfonyl]oxy}methyl)beyeran-18-oate (1149371-92-5)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium ethanolate / ethanol; water / 3 h / 60 °C

2: pyridine / 18 h / 20 °C

With pyridine; sodium ethanolate; In ethanol; water; 1: Cannizzaro reaction;

DOI:10.1002/hlca.201000046

Reference yield:

isosteviol (27975-19-5) → ethyl (15β,16α)-16-hydroxy-15-({[(4-methylphenyl)sulfonyl]oxy}methyl)beyeran-18-oate (1149371-92-5)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium hydroxide / dimethyl sulfoxide

2: sodium ethanolate / ethanol; water / 3 h / 60 °C

3: pyridine / 18 h / 20 °C

With pyridine; sodium ethanolate; potassium hydroxide; In ethanol; water; dimethyl sulfoxide; 2: Cannizzaro reaction;

DOI:10.1002/hlca.201000046

upstream raw materials:

ethyl (15β,16α)-16-hydroxy-15-(hydroxymethyl)beyeran-18-oate

p-toluenesulfonyl chloride

ethyl (4R,4aS,6aR,9S,11aR,11bS)-4,9,11b-trimethyl-8-oxotetradecahydro-6a,9-methanocyclohepta[a]naphthalene-4-carboxylate

isosteviol

Downstream raw materials:

ethyl (5β,8α,9β,10α,13α)-8-ethenyl-13-methyl-13-({[(4-methylphenyl)sulfonyl]oxy}methyl)podocarpan-15-oate

ethyl (3S,6bS,8aS,9R,12aS,12bS)-1,3,5,7,8,8a,9,10,11,12,12a,12b-dodecahydro-3,9,12a-trimethyl-5-phenyl-2H-3,6b-methanonaphtho[2',1': 3,4]cyclohepta[1,2-c]pyrazole-9-carboxylate

ethyl (5β,8α,9β,10α,13α)-8-ethenyl-13-methyl-13-[(E)-(2-phenylhydrazinylidene)methyl]podocarpan-15-oate

ethyl (5β,8α,9β,10α,13α)-8-ethenyl-13-methyl-13-{(E)-[2-(4-nitrophenyl)hydrazinylidene]methyl}podocarpan-15-oate