(-)-(1S,6R,1'S)-5,5-dichloro-3-(1'-phenylethyl)-3-azabicyclo<4.3.0>non-7-en-4-one

Base Information

• Chemical Name: (-)-(1S,6R,1'S)-5,5-dichloro-3-(1'-phenylethyl)-3-azabicyclo<4.3.0>non-7-en-4-one
• CAS No.: 139025-13-1
• Molecular Formula: C₁₆H₁₇Cl₂NO
• Molecular Weight: 310.223

Synonyms:(-)-(1S,6R,1'S)-5,5-dichloro-3-(1'-phenylethyl)-3-azabicyclo<4.3.0>non-7-en-4-one

Chemical Property of (-)-(1S,6R,1'S)-5,5-dichloro-3-(1'-phenylethyl)-3-azabicyclo<4.3.0>non-7-en-4-one

Chemical Property:

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Technology Process of (-)-(1S,6R,1'S)-5,5-dichloro-3-(1'-phenylethyl)-3-azabicyclo<4.3.0>non-7-en-4-one

There total 2 articles about (-)-(1S,6R,1'S)-5,5-dichloro-3-(1'-phenylethyl)-3-azabicyclo<4.3.0>non-7-en-4-one 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: 61.0%

dichloroketene (4591-28-0) + (1R,4R) 2-<(1'(S)-phenyl)-ethyl>-2-aza-bicyclo<2.2.1>hept-5-ene (95119-33-8) → (-)-(1S,6R,1'S)-5,5-dichloro-3-(1'-phenylethyl)-3-azabicyclo<4.3.0>non-7-en-4-one (139025-13-1)

Guidance literature:

In dichloromethane; at -2 ℃; for 16h;

DOI:10.1016/0040-4039(91)80484-N

Reference yield: 61.0%

dichloroacethyl chloride (79-36-7) + (1R,4R) 2-<(1'(S)-phenyl)-ethyl>-2-aza-bicyclo<2.2.1>hept-5-ene (95119-33-8) → (-)-(1S,6R,1'S)-5,5-dichloro-3-(1'-phenylethyl)-3-azabicyclo<4.3.0>non-7-en-4-one (139025-13-1)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 ℃; for 8h; Mechanism;

DOI:10.1002/hlca.19930760416

Reference yield: 81.0%

(-)-(1S,6R,1'S)-5,5-dichloro-3-(1'-phenylethyl)-3-azabicyclo<4.3.0>non-7-en-4-one (139025-13-1) → (-)-(1S,6R,1'S)-3-(1'-phenylethyl)-3-azabicyclo<4.3.0>non-7-en-4-one (139025-14-2)

Guidance literature:

With ammonium chloride; zinc; In methanol; for 2h; Ambient temperature;

DOI:10.1002/hlca.19930760416

upstream raw materials:

dichloroacethyl chloride

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

dichloroketene

Downstream raw materials:

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

(-)-δ-N-Normethylskytanthine

(1S,6R,1'S)-5-methyl-3-(1'-phenylethyl)-3-azabicyclo<4.3.0>non-7-en-4-one

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

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