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

Base Information

• Chemical Name: 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
• CAS No.: 1149372-04-2
• Molecular Formula: C₂₉H₃₈N₂O₂
• Molecular Weight: 446.633
• Mol file: 1149372-04-2.mol

Synonyms: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

Chemical Property of 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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 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

There total 7 articles about 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 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%

C29H42N2O2 (1149372-03-1) → 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 (1149372-04-2)

Guidance literature:

With boron trifluoride diethyl etherate; In toluene; at 80 ℃; for 1h;

DOI:10.1016/j.bmcl.2008.12.101

Reference yield: 84.0%

ethyl (5β,8α,9β,10α,13α)-8-ethenyl-13-methyl-13-[(E)-(2-phenylhydrazinylidene)methyl]podocarpan-15-oate (1258238-58-2) → 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 (1149372-04-2)

Guidance literature:

With boron trifluoride diethyl etherate; In diethyl ether; toluene; at 118 ℃; for 2h; Inert atmosphere;

DOI:10.1002/hlca.201000046

Reference yield:

ethyl (15β,16α)-16-hydroxy-15-(hydroxymethyl)beyeran-18-oate (882175-41-9) → 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 (1149372-04-2)

Guidance literature:

Multi-step reaction with 4 steps

1: pyridine / 18 h / 20 °C

2: sodium hydroxide / acetonitrile / 3 h / 20 °C

3: acetic acid / ethanol / 2 h

4: boron trifluoride diethyl etherate / diethyl ether; toluene / 2 h / 118 °C / Inert atmosphere

With pyridine; boron trifluoride diethyl etherate; acetic acid; sodium hydroxide; In diethyl ether; ethanol; toluene; acetonitrile; 2: Grob fragmentation;

DOI:10.1002/hlca.201000046

upstream raw materials:

C₂₉H₄₂N₂O₂

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

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

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