(5aS,5bS)-2b-Methyl-4-((S)-1-phenyl-ethyl)-hexahydro-4-aza-cyclopropa[cd]indene-2,3-dione

Base Information

Chemical Name:(5aS,5bS)-2b-Methyl-4-((S)-1-phenyl-ethyl)-hexahydro-4-aza-cyclopropa[cd]indene-2,3-dione
CAS No.:139025-18-6
Molecular Formula:C₁₇H₁₉NO₂
Molecular Weight:269.343
Hs Code.:

Synonyms:(5aS,5bS)-2b-Methyl-4-((S)-1-phenyl-ethyl)-hexahydro-4-aza-cyclopropa[cd]indene-2,3-dione

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Chemical Property of (5aS,5bS)-2b-Methyl-4-((S)-1-phenyl-ethyl)-hexahydro-4-aza-cyclopropa[cd]indene-2,3-dione

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Technology Process of (5aS,5bS)-2b-Methyl-4-((S)-1-phenyl-ethyl)-hexahydro-4-aza-cyclopropa[cd]indene-2,3-dione

There total 10 articles about (5aS,5bS)-2b-Methyl-4-((S)-1-phenyl-ethyl)-hexahydro-4-aza-cyclopropa[cd]indene-2,3-dione 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: 95.0%

: 139025-17-5
(2S,5aS,5bS)-2-Hydroxy-2b-methyl-4-((S)-1-phenyl-ethyl)-octahydro-4-aza-cyclopropa[cd]inden-3-one

: 139025-18-6
(5aS,5bS)-2b-Methyl-4-((S)-1-phenyl-ethyl)-hexahydro-4-aza-cyclopropa[cd]indene-2,3-dione

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine;
DOI:10.1016/0040-4039(91)80484-N

Reference yield:

: 95119-33-8
(1R,4R) 2-<(1'(S)-phenyl)-ethyl>-2-aza-bicyclo<2.2.1>hept-5-ene

: 139025-18-6
(5aS,5bS)-2b-Methyl-4-((S)-1-phenyl-ethyl)-hexahydro-4-aza-cyclopropa[cd]indene-2,3-dione

Guidance literature:: Multi-step reaction with 6 steps

1: 61 percent / CH₂Cl₂ / 16 h / -2 °C

2: 81 percent / Zn, NH₄Cl / methanol

3: 82 percent / LDA / tetrahydrofuran

4: MCPBA, NaHCO₃ / CH₂Cl₂

5: 80 percent / LiNEt₂ / diethyl ether

6: 95 percent / DMSO, (COCl)2, NEt₃

With oxalyl dichloride; lithium diethylamide; sodium hydrogencarbonate; ammonium chloride; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; zinc; lithium diisopropyl amide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane;
DOI:10.1016/0040-4039(91)80484-N

Reference yield:

: 139025-14-2
(-)-(1S,6R,1'S)-3-(1'-phenylethyl)-3-azabicyclo<4.3.0>non-7-en-4-one

: 139025-18-6
(5aS,5bS)-2b-Methyl-4-((S)-1-phenyl-ethyl)-hexahydro-4-aza-cyclopropa[cd]indene-2,3-dione

Guidance literature:: Multi-step reaction with 4 steps

1: 82 percent / LDA / tetrahydrofuran

2: MCPBA, NaHCO₃ / CH₂Cl₂

3: 80 percent / LiNEt₂ / diethyl ether

4: 95 percent / DMSO, (COCl)2, NEt₃

With oxalyl dichloride; lithium diethylamide; sodium hydrogencarbonate; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1016/0040-4039(91)80484-N