(1S,2S,5R)-N-(2-azido-5-isopropenyl-2-methyl-cyclohexyl)-4-methyl-benzenesulfonamide

Base Information

• Chemical Name: (1S,2S,5R)-N-(2-azido-5-isopropenyl-2-methyl-cyclohexyl)-4-methyl-benzenesulfonamide
• CAS No.: 1443217-85-3
• Molecular Formula: C₁₇H₂₄N₄O₂S
• Molecular Weight: 348.469

Synonyms:(1S,2S,5R)-N-(2-azido-5-isopropenyl-2-methyl-cyclohexyl)-4-methyl-benzenesulfonamide

Chemical Property of (1S,2S,5R)-N-(2-azido-5-isopropenyl-2-methyl-cyclohexyl)-4-methyl-benzenesulfonamide

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Technology Process of (1S,2S,5R)-N-(2-azido-5-isopropenyl-2-methyl-cyclohexyl)-4-methyl-benzenesulfonamide

There total 2 articles about (1S,2S,5R)-N-(2-azido-5-isopropenyl-2-methyl-cyclohexyl)-4-methyl-benzenesulfonamide 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: 57.0%

(4R)-1-methyl-4-(prop-1-en-2-yl)-7-tosyl-7-azabicyclo[4.1.0]heptane → (1S,2S,4R)-N-(2-azido-4-isopropenyl-1-methyl-cyclohexyl)-4-methyl-benzenesulfonamide + (1S,2S,5R)-N-(2-azido-5-isopropenyl-2-methyl-cyclohexyl)-4-methyl-benzenesulfonamide (1443217-85-3)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 20 ℃; for 12h;

DOI:10.1016/j.tetasy.2013.04.010

Reference yield: 51.0%

(4R)-1-methyl-4-(prop-1-en-2-yl)-7-tosyl-7-azabicyclo[4.1.0]heptane → (1S,2S,4R)-N-(2-azido-4-isopropenyl-1-methyl-cyclohexyl)-4-methyl-benzenesulfonamide + (1R,2R,5R)-N-(2-azido-5-isopropenyl-2-methyl-cyclohexyl)-4-methyl-benzenesulfonamide + (1S,2S,5R)-N-(2-azido-5-isopropenyl-2-methyl-cyclohexyl)-4-methyl-benzenesulfonamide (1443217-85-3)

Guidance literature:

With sodium azide; In water; isopropyl alcohol; at 20 ℃; Overall yield = 90 %; diastereoselective reaction;

DOI:10.1016/j.tetasy.2013.04.010

Reference yield: 82.0%

(1S,2S,5R)-N-(2-azido-5-isopropenyl-2-methyl-cyclohexyl)-4-methyl-benzenesulfonamide (1443217-85-3) → (1S,2S,5R)-N-(2-amino-5-isopropyl-2-methyl-cyclohexyl)-4-methyl-benzenesulfonamide (1443217-90-0)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethanol; at 20 ℃; for 17h;

DOI:10.1016/j.tetasy.2013.04.010

Downstream raw materials:

(1S,2S,5R)-N-(2-amino-5-isopropyl-2-methyl-cyclohexyl)-4-methyl-benzenesulfonamide

N-(1S,2S,5R)-N-(2-amino-5-isopropenyl-2-methyl-cyclohexyl)-4-methyl-benzenesulfonamide

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