1,1-dimethylethyl 6-(3,4-dichlorophenyl)-1-(hydroxymethyl)-3-azabicyclo[4.1.0]heptane-3-carboxylate

Base Information

Chemical Name:1,1-dimethylethyl 6-(3,4-dichlorophenyl)-1-(hydroxymethyl)-3-azabicyclo[4.1.0]heptane-3-carboxylate
CAS No.:1186627-28-0
Molecular Formula:C₁₈H₂₃Cl₂NO₃
Molecular Weight:372.292
Hs Code.:

Synonyms:1,1-dimethylethyl 6-(3,4-dichlorophenyl)-1-(hydroxymethyl)-3-azabicyclo[4.1.0]heptane-3-carboxylate

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Chemical Property of 1,1-dimethylethyl 6-(3,4-dichlorophenyl)-1-(hydroxymethyl)-3-azabicyclo[4.1.0]heptane-3-carboxylate

Chemical Property:

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Technology Process of 1,1-dimethylethyl 6-(3,4-dichlorophenyl)-1-(hydroxymethyl)-3-azabicyclo[4.1.0]heptane-3-carboxylate

There total 6 articles about 1,1-dimethylethyl 6-(3,4-dichlorophenyl)-1-(hydroxymethyl)-3-azabicyclo[4.1.0]heptane-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:

: 1,1-dimethylethyl 6-(3,4-dichlorophenyl)-1-(hydroxymethyl)-3-azabicyclo[4.1.0]heptane-3-carboxylate

: 1186627-29-1
1,1-dimethylethyl 6-(3,4-dichlorophenyl)-1-(hydroxymethyl)-3-azabicyclo[4.1.0]heptane-3-carboxylate

: 1186627-28-0
1,1-dimethylethyl 6-(3,4-dichlorophenyl)-1-(hydroxymethyl)-3-azabicyclo[4.1.0]heptane-3-carboxylate

Guidance literature:: With Chiralpak AD-H; In hexane; isopropyl alcohol; Resolution of racemate;

Reference yield:

: 1013097-83-0
3-(3,4-dichlorophenyl)-3-buten-1-yl methanesulfonate

: 1186627-28-0
1,1-dimethylethyl 6-(3,4-dichlorophenyl)-1-(hydroxymethyl)-3-azabicyclo[4.1.0]heptane-3-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: dirhodium(II) tetracarboxylate / chlorobenzene / 2.5 h / 65 - 67 °C

2: ammonia / methanol / 75 °C / 1520.1 Torr

3: borane-THF / tetrahydrofuran / 5 °C / Reflux

4: 20 °C

5: chiral column Chiralpack AD-H / hexane; isopropyl alcohol / Resolution of racemate

With borane-THF; ammonia; dirhodium(II) tetracarboxylate; In tetrahydrofuran; methanol; hexane; chlorobenzene; isopropyl alcohol;

Reference yield:

: 1013097-84-1
dimethyl 2-(3,4-dichlorophenyl)-2-{2-[(methylsulfonyl)oxy]ethyl}-1,1-cyclopropanedicarboxylate

: 1186627-28-0
1,1-dimethylethyl 6-(3,4-dichlorophenyl)-1-(hydroxymethyl)-3-azabicyclo[4.1.0]heptane-3-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: ammonia / methanol / 75 °C / 1520.1 Torr

2: borane-THF / tetrahydrofuran / 5 °C / Reflux

3: 20 °C

4: chiral column Chiralpack AD-H / hexane; isopropyl alcohol / Resolution of racemate

With borane-THF; ammonia; chiral column Chiralpack AD-H; In tetrahydrofuran; methanol; hexane; isopropyl alcohol;