((1R,3S,5S)-6,6-Dibromo-bicyclo[3.1.0]hex-3-ylmethyl)-carbamic acid (1R,2S)-2-phenyl-cyclohexyl ester

Base Information

Chemical Name:((1R,3S,5S)-6,6-Dibromo-bicyclo[3.1.0]hex-3-ylmethyl)-carbamic acid (1R,2S)-2-phenyl-cyclohexyl ester
CAS No.:298695-91-7
Molecular Formula:C₂₀H₂₅Br₂NO₂
Molecular Weight:471.232
Hs Code.:

Synonyms:((1R,3S,5S)-6,6-Dibromo-bicyclo[3.1.0]hex-3-ylmethyl)-carbamic acid (1R,2S)-2-phenyl-cyclohexyl ester

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Chemical Property of ((1R,3S,5S)-6,6-Dibromo-bicyclo[3.1.0]hex-3-ylmethyl)-carbamic acid (1R,2S)-2-phenyl-cyclohexyl ester

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Technology Process of ((1R,3S,5S)-6,6-Dibromo-bicyclo[3.1.0]hex-3-ylmethyl)-carbamic acid (1R,2S)-2-phenyl-cyclohexyl ester

There total 4 articles about ((1R,3S,5S)-6,6-Dibromo-bicyclo[3.1.0]hex-3-ylmethyl)-carbamic acid (1R,2S)-2-phenyl-cyclohexyl ester 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:

: ((1S,5R)-6,6-Dibromo-bicyclo[3.1.0]hex-3-yl)-methanol

: 298695-91-7
((1R,3S,5S)-6,6-Dibromo-bicyclo[3.1.0]hex-3-ylmethyl)-carbamic acid (1R,2S)-2-phenyl-cyclohexyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 2,6-lutidine / CH₂Cl₂ / 0.66 h / -60 °C

2: 86 percent / tetramethylguanidinium azide / CH₂Cl₂ / 6.33 h / -60 - 18 °C

3: H₂ / 10 percent Pd/C / tetrahydrofuran / 0.5 h / 18 °C

4: Et₃N / tetrahydrofuran / 7 h / 0 °C

With 2,6-dimethylpyridine; hydrogen; triethylamine; tetramethylguanidinum azide; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; 1: Substitution / 2: Substitution / 3: Hydrogenolysis / 4: Acylation;
DOI:10.1039/b002525i

Reference yield:

: (1R,5S)-3-Azidomethyl-6,6-dibromo-bicyclo[3.1.0]hexane

: 298695-91-7
((1R,3S,5S)-6,6-Dibromo-bicyclo[3.1.0]hex-3-ylmethyl)-carbamic acid (1R,2S)-2-phenyl-cyclohexyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: H₂ / 10 percent Pd/C / tetrahydrofuran / 0.5 h / 18 °C

2: Et₃N / tetrahydrofuran / 7 h / 0 °C

With hydrogen; triethylamine; palladium on activated charcoal; In tetrahydrofuran; 1: Hydrogenolysis / 2: Acylation;
DOI:10.1039/b002525i

Reference yield:

: Trifluoro-methanesulfonic acid (1R,5S)-6,6-dibromo-bicyclo[3.1.0]hex-3-ylmethyl ester

: 298695-91-7
((1R,3S,5S)-6,6-Dibromo-bicyclo[3.1.0]hex-3-ylmethyl)-carbamic acid (1R,2S)-2-phenyl-cyclohexyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 86 percent / tetramethylguanidinium azide / CH₂Cl₂ / 6.33 h / -60 - 18 °C

2: H₂ / 10 percent Pd/C / tetrahydrofuran / 0.5 h / 18 °C

3: Et₃N / tetrahydrofuran / 7 h / 0 °C

With hydrogen; triethylamine; tetramethylguanidinum azide; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; 1: Substitution / 2: Hydrogenolysis / 3: Acylation;
DOI:10.1039/b002525i