(1R,2R,3S,5R)-2-(N-benzyl-4-methylphenylsulfonamido)-N,N,6,6-tetramethylbicyclo[3.1.1]heptane-3-carboxamide

Base Information

Chemical Name:(1R,2R,3S,5R)-2-(N-benzyl-4-methylphenylsulfonamido)-N,N,6,6-tetramethylbicyclo[3.1.1]heptane-3-carboxamide
CAS No.:1438844-84-8
Molecular Formula:C₂₆H₃₄N₂O₃S
Molecular Weight:454.634
Hs Code.:

Synonyms:(1R,2R,3S,5R)-2-(N-benzyl-4-methylphenylsulfonamido)-N,N,6,6-tetramethylbicyclo[3.1.1]heptane-3-carboxamide

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Chemical Property of (1R,2R,3S,5R)-2-(N-benzyl-4-methylphenylsulfonamido)-N,N,6,6-tetramethylbicyclo[3.1.1]heptane-3-carboxamide

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Technology Process of (1R,2R,3S,5R)-2-(N-benzyl-4-methylphenylsulfonamido)-N,N,6,6-tetramethylbicyclo[3.1.1]heptane-3-carboxamide

There total 7 articles about (1R,2R,3S,5R)-2-(N-benzyl-4-methylphenylsulfonamido)-N,N,6,6-tetramethylbicyclo[3.1.1]heptane-3-carboxamide 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: 76.0%

: 1438844-81-5
(1R,2R,3S,5R)-N,N,6,6-tetramethyl-2-(4-methylphenylsulfonamido)bicyclo[3.1.1]heptane-3-carboxamide

: 100-39-0
benzyl bromide

: 1438844-84-8
(1R,2R,3S,5R)-2-(N-benzyl-4-methylphenylsulfonamido)-N,N,6,6-tetramethylbicyclo[3.1.1]heptane-3-carboxamide

Guidance literature:: (1R,2R,3S,5R)-N,N,6,6-tetramethyl-2-(4-methylphenylsulfonamido)bicyclo[3.1.1]heptane-3-carboxamide; With caesium carbonate; In acetone; at 20 ℃; for 0.5h;

benzyl bromide; In acetone; for 7h; Reflux;
DOI:10.1016/j.tetasy.2013.04.003

Reference yield: 51.0%

: 1438844-83-7
(1R,2R,3S,5R)-2-(benzylamino)-N,N,6,6-tetramethylbicyclo[3.1.1]heptane-3-carboxamide

: 98-59-9
p-toluenesulfonyl chloride

: 1438844-84-8
(1R,2R,3S,5R)-2-(N-benzyl-4-methylphenylsulfonamido)-N,N,6,6-tetramethylbicyclo[3.1.1]heptane-3-carboxamide

Guidance literature:: With dmap; triethylamine; In chloroform; at 0 ℃; for 20h; Reflux;
DOI:10.1016/j.tetasy.2013.04.003

Reference yield:

: 1438844-77-9
tert-butyl (1R,2R,3S,5R)-3-(dimethylcarbamoyl)-6,6-dimethylbicyclo[3.1.1]heptan-2-ylcarbamate

: 1438844-84-8
(1R,2R,3S,5R)-2-(N-benzyl-4-methylphenylsulfonamido)-N,N,6,6-tetramethylbicyclo[3.1.1]heptane-3-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: water; hydrogenchloride / diethyl ether / 24 h / 20 °C

2.1: ethanol / 2 h / 20 °C

2.2: 24 h / 20 °C

3.1: triethylamine; dmap / chloroform / 20 h / 0 °C / Reflux

With hydrogenchloride; dmap; water; triethylamine; In diethyl ether; ethanol; chloroform;
DOI:10.1016/j.tetasy.2013.04.003