methyl (1R,2R,3S,5S)-3-hydroxy-1-phenyl-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate methanesulfonate salt

Base Information

Chemical Name:methyl (1R,2R,3S,5S)-3-hydroxy-1-phenyl-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate methanesulfonate salt
CAS No.:1355076-13-9
Molecular Formula:CH₄O₃S*C₁₆H₂₁NO₃
Molecular Weight:371.455
Hs Code.:

Synonyms:methyl (1R,2R,3S,5S)-3-hydroxy-1-phenyl-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate methanesulfonate salt

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Chemical Property of methyl (1R,2R,3S,5S)-3-hydroxy-1-phenyl-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate methanesulfonate salt

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Technology Process of methyl (1R,2R,3S,5S)-3-hydroxy-1-phenyl-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate methanesulfonate salt

There total 13 articles about methyl (1R,2R,3S,5S)-3-hydroxy-1-phenyl-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate methanesulfonate salt 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:

: methyI (1S,2R,3R,6S)-(-)-3-phenyl-7-methyl-7-aza-8-oxatricyclo[4,2,1,0]-nonane-2-carboxylate methanesulfonate salt

: 1355076-13-9
methyl (1R,2R,3S,5S)-3-hydroxy-1-phenyl-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate methanesulfonate salt

Guidance literature:: With 5%-palladium/activated carbon; hydrogen; In methanol; at 20 ℃; for 10h; under 760.051 Torr;
DOI:10.1021/jo202652f

Reference yield:

: 1355075-90-9
(1S,2R,3R,6S)-(-)-methyl 3-phenyl-7-aza-8-oxatricyclo[4.2.1.0(3,7)]nonane-2-carboxylate

: 1355076-13-9
methyl (1R,2R,3S,5S)-3-hydroxy-1-phenyl-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate methanesulfonate salt

Guidance literature:: Multi-step reaction with 2 steps

1: benzene / 72 h / Inert atmosphere; Reflux

2: 5%-palladium/activated carbon; hydrogen / methanol / 10 h / 20 °C / 760.05 Torr

With 5%-palladium/activated carbon; hydrogen; In methanol; benzene;
DOI:10.1021/jo202652f

Reference yield:

: 1355075-58-9
(Ss,3S)-(+)-methyl N-(tert-butylsulfinyl)-3-amino-5-(2-phenyl-1,3-dioxolan-2-yl)pentanoate

: 1355076-13-9
methyl (1R,2R,3S,5S)-3-hydroxy-1-phenyl-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate methanesulfonate salt

Guidance literature:: Multi-step reaction with 7 steps

1.1: diisobutylaluminium hydride / toluene / 0.17 h / -78 °C

2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 20 °C / Inert atmosphere

2.2: 20 °C / Inert atmosphere

3.1: hydrogenchloride / tetrahydrofuran; methanol; water / 16 h / 20 °C

4.1: urea hydrogen peroxide adduct; methyltrioxorhenium(VII) / methanol / 15 h / 20 °C / Inert atmosphere

5.1: aluminum tri-tert-butoxide / toluene / 72 h / 110 °C

6.1: benzene / 72 h / Inert atmosphere; Reflux

7.1: 5%-palladium/activated carbon; hydrogen / methanol / 10 h / 20 °C / 760.05 Torr

With hydrogenchloride; 5%-palladium/activated carbon; hydrogen; urea hydrogen peroxide adduct; methyltrioxorhenium(VII); diisobutylaluminium hydride; aluminum tri-tert-butoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; methanol; water; toluene; acetonitrile; benzene;
DOI:10.1021/jo202652f