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
Hs Code.:

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

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

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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

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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%

: 1149372-03-1
C₂₉H₄₂N₂O₂

: 1149372-04-2
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

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%

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

: 1149372-04-2
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

Guidance literature:: With boron trifluoride diethyl etherate; In diethyl ether; toluene; at 118 ℃; for 2h; Inert atmosphere;
DOI:10.1002/hlca.201000046

Reference yield:

: 882175-41-9
ethyl (15β,16α)-16-hydroxy-15-(hydroxymethyl)beyeran-18-oate

: 1149372-04-2
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

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