(+)-benzyl (1S,6R)-6-(3,4-dichlorophenyl)-1-(methoxymethyl)-3-azabicyclo[4.1.0]hept-4-ene-3-carboxylate

Base Information

Chemical Name:(+)-benzyl (1S,6R)-6-(3,4-dichlorophenyl)-1-(methoxymethyl)-3-azabicyclo[4.1.0]hept-4-ene-3-carboxylate
CAS No.:1313875-16-9
Molecular Formula:C₂₂H₂₁Cl₂NO₃
Molecular Weight:418.32
Hs Code.:

Synonyms:(+)-benzyl (1S,6R)-6-(3,4-dichlorophenyl)-1-(methoxymethyl)-3-azabicyclo[4.1.0]hept-4-ene-3-carboxylate

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Chemical Property of (+)-benzyl (1S,6R)-6-(3,4-dichlorophenyl)-1-(methoxymethyl)-3-azabicyclo[4.1.0]hept-4-ene-3-carboxylate

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Technology Process of (+)-benzyl (1S,6R)-6-(3,4-dichlorophenyl)-1-(methoxymethyl)-3-azabicyclo[4.1.0]hept-4-ene-3-carboxylate

There total 6 articles about (+)-benzyl (1S,6R)-6-(3,4-dichlorophenyl)-1-(methoxymethyl)-3-azabicyclo[4.1.0]hept-4-ene-3-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: 88.0%

: 1313875-02-3
benzyl 3-(3,4-dichlorophenyl)prop-2-ynyl(2-(methoxymethyl)allyl)carbamate

: 1313875-16-9
(+)-benzyl (1S,6R)-6-(3,4-dichlorophenyl)-1-(methoxymethyl)-3-azabicyclo[4.1.0]hept-4-ene-3-carboxylate

Guidance literature:: With silver tetrafluoroborate; C₆₂H₅₄AuClNO₄P; In toluene; at 0 - 20 ℃; optical yield given as %ee; enantioselective reaction; Inert atmosphere;
DOI:10.1002/chem.201101346

Reference yield:

: 1313875-02-3
benzyl 3-(3,4-dichlorophenyl)prop-2-ynyl(2-(methoxymethyl)allyl)carbamate

: 1313875-16-9
(+)-benzyl (1S,6R)-6-(3,4-dichlorophenyl)-1-(methoxymethyl)-3-azabicyclo[4.1.0]hept-4-ene-3-carboxylate

: 1315314-24-9
(-)-benzyl (1R,6S)-6-(3,4-dichlorophenyl)-1-(methoxymethyl)-3-azabicyclo[4.1.0]hept-4-ene-3-carboxylate

Guidance literature:: With silver tetrafluoroborate; C₆₃H₅₄AuClNO₄P; In dichloromethane; at 20 ℃; optical yield given as %ee; enantioselective reaction; Inert atmosphere;
DOI:10.1002/chem.201101346

Reference yield:

: 886883-34-7
3-chloro-2-[(methyloxy)methyl]-1-propene

: 1313875-16-9
(+)-benzyl (1S,6R)-6-(3,4-dichlorophenyl)-1-(methoxymethyl)-3-azabicyclo[4.1.0]hept-4-ene-3-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: sodium hydride / tetrahydrofuran; N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere

2: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / N,N-dimethyl-formamide / 5 h / 20 °C / Inert atmosphere

3: silver tetrafluoroborate; C₆₂H₅₄AuClNO₄P / toluene / 0 - 20 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; silver tetrafluoroborate; C₆₂H₅₄AuClNO₄P; sodium hydride; triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide; toluene; 2: Sonogashira coupling;
DOI:10.1002/chem.201101346