(1R,4R,5S,8S)-(-)-2,7-dimethyl-3-oxa-4-phenyl-8-benzyl-2,7-diazabicyclo<3.3.0>octan-6-one

Base Information

Chemical Name:(1R,4R,5S,8S)-(-)-2,7-dimethyl-3-oxa-4-phenyl-8-benzyl-2,7-diazabicyclo<3.3.0>octan-6-one
CAS No.:157059-72-8
Molecular Formula:C₂₀H₂₂N₂O₂
Molecular Weight:322.407
Hs Code.:

Synonyms:(1R,4R,5S,8S)-(-)-2,7-dimethyl-3-oxa-4-phenyl-8-benzyl-2,7-diazabicyclo<3.3.0>octan-6-one

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Chemical Property of (1R,4R,5S,8S)-(-)-2,7-dimethyl-3-oxa-4-phenyl-8-benzyl-2,7-diazabicyclo<3.3.0>octan-6-one

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Technology Process of (1R,4R,5S,8S)-(-)-2,7-dimethyl-3-oxa-4-phenyl-8-benzyl-2,7-diazabicyclo<3.3.0>octan-6-one

There total 3 articles about (1R,4R,5S,8S)-(-)-2,7-dimethyl-3-oxa-4-phenyl-8-benzyl-2,7-diazabicyclo<3.3.0>octan-6-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: 65.0%

: 4229-44-1
N-methylhydroxyamine hydrochloride

: 157059-71-7
trans (S)-(-)-N-methyl-N-(benzylacetaldehyde)cinnamamide

: 157059-72-8
(1R,4R,5S,8S)-(-)-2,7-dimethyl-3-oxa-4-phenyl-8-benzyl-2,7-diazabicyclo<3.3.0>octan-6-one

Guidance literature:: With triethylamine; In ethanol; for 36h; Heating;
DOI:10.1016/S0040-4020(01)80705-5

Reference yield:

: 157059-70-6
trans (S)-(+)-cinnamamide

: 157059-72-8
(1R,4R,5S,8S)-(-)-2,7-dimethyl-3-oxa-4-phenyl-8-benzyl-2,7-diazabicyclo<3.3.0>octan-6-one

Guidance literature:: Multi-step reaction with 2 steps

1: 78 percent / bis(trichloromethyl)carbonate, DMSO, triethylamine / CH₂Cl₂ / -78 deg C, 5 min; rt, 2 h

2: 65 percent / triethylamine / ethanol / 36 h / Heating

With bis(trichloromethyl) carbonate; dimethyl sulfoxide; triethylamine; In ethanol; dichloromethane;
DOI:10.1016/S0040-4020(01)80705-5

Reference yield:

: 157059-69-3
trans,trans-(S)-(-)-2-(N-methyl-N-cinnamoylamino)-3-phenylpropyl cinnamoate

: 157059-72-8
(1R,4R,5S,8S)-(-)-2,7-dimethyl-3-oxa-4-phenyl-8-benzyl-2,7-diazabicyclo<3.3.0>octan-6-one

Guidance literature:: Multi-step reaction with 3 steps

1: 95 percent / 6 percent aq. K₂CO₃ / methanol / Ambient temperature

2: 78 percent / bis(trichloromethyl)carbonate, DMSO, triethylamine / CH₂Cl₂ / -78 deg C, 5 min; rt, 2 h

3: 65 percent / triethylamine / ethanol / 36 h / Heating

With bis(trichloromethyl) carbonate; potassium carbonate; dimethyl sulfoxide; triethylamine; In methanol; ethanol; dichloromethane;
DOI:10.1016/S0040-4020(01)80705-5