(1S,4S)-(N-benzyl)-(2-keto-7,7-dimethylbicyclo[2.2.1]hept-1-yl)methanesulfonamide

Base Information

• Chemical Name: (1S,4S)-(N-benzyl)-(2-keto-7,7-dimethylbicyclo[2.2.1]hept-1-yl)methanesulfonamide
• CAS No.: 36217-89-7
• Molecular Formula: C₁₇H₂₃NO₃S
• Molecular Weight: 321.441
• Mol file: 36217-89-7.mol

Synonyms:(1S,4S)-(N-benzyl)-(2-keto-7,7-dimethylbicyclo[2.2.1]hept-1-yl)methanesulfonamide

Chemical Property of (1S,4S)-(N-benzyl)-(2-keto-7,7-dimethylbicyclo[2.2.1]hept-1-yl)methanesulfonamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,4S)-(N-benzyl)-(2-keto-7,7-dimethylbicyclo[2.2.1]hept-1-yl)methanesulfonamide

There total 2 articles about (1S,4S)-(N-benzyl)-(2-keto-7,7-dimethylbicyclo[2.2.1]hept-1-yl)methanesulfonamide 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: 99.0%

Camphorsulfonyl chloride (21286-54-4) + benzylamine (100-46-9) → (1S,4S)-(N-benzyl)-(2-keto-7,7-dimethylbicyclo[2.2.1]hept-1-yl)methanesulfonamide (36217-89-7)

Guidance literature:

With dmap; In acetonitrile; at 0 ℃; for 1h; Inert atmosphere;

DOI:10.3998/ark.5550190.0017.511

Reference yield:

benzyl bromide (100-39-0) + (1S)-(-)-camphorsulfonylimine (60886-80-8) → (1S,4S)-(N-benzyl)-(2-keto-7,7-dimethylbicyclo[2.2.1]hept-1-yl)methanesulfonamide (36217-89-7)

Guidance literature:

With lithium diisopropyl amide; Yield given. Multistep reaction; 1.) THF, 0 deg C; 2.) HMPA, 30 min;

DOI:10.1016/S0040-4039(00)99534-0

Reference yield: 92.4%

(1S,4S)-(N-benzyl)-(2-keto-7,7-dimethylbicyclo[2.2.1]hept-1-yl)methanesulfonamide (36217-89-7) → (1S,2R,4S)-(N-benzyl)-(2-hydroxy-7,7-dimethylbicyclo[2.2.1]hept-1-yl)methanesulfonamide

Guidance literature:

With L-Selectride; In tetrahydrofuran; at -50 - 20 ℃;

DOI:10.1016/j.molcata.2010.04.019

upstream raw materials:

Camphorsulfonyl chloride

benzylamine

benzyl bromide

(1S)-(-)-camphorsulfonylimine

Downstream raw materials:

(1S,16S)-N-benzyl-19,19-dimethyl-3-azapentacyclo[14.2.1.0(4,13).0(5,10)]nonadeca-2⁽¹⁵⁾,3,5⁽¹⁰⁾,6,8,11,13-heptaen-1-ylmethanesulfonamide

(1S,12S)-N-benzyl-15,15-dimethyl-3-azatetracyclo[10.2.1.0(2,11).0(4,9)]pentadeca-2⁽¹¹⁾,3,5,7,9-pentaen-1-ylmethanesulfonamide

(E)-1-[N-benzyl-N-{(1S)-(+)-10-camphorsulfonyl}amino]-2-diphenylthiophosphinyl-1-phenylethene

C₁₇H₂₃NO₂S₂