[(1S,4R)-1-Cyclohexylsulfamoylmethyl-7,7-dimethyl-bicyclo[2.2.1]hept-(2E)-ylideneamino]-acetic acid tert-butyl ester

Base Information

• Chemical Name: [(1S,4R)-1-Cyclohexylsulfamoylmethyl-7,7-dimethyl-bicyclo[2.2.1]hept-(2E)-ylideneamino]-acetic acid tert-butyl ester
• CAS No.: 195257-35-3
• Molecular Formula: C₂₂H₃₈N₂O₄S
• Molecular Weight: 426.621
• Mol file: 195257-35-3.mol

Synonyms:

Chemical Property of [(1S,4R)-1-Cyclohexylsulfamoylmethyl-7,7-dimethyl-bicyclo[2.2.1]hept-(2E)-ylideneamino]-acetic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [(1S,4R)-1-Cyclohexylsulfamoylmethyl-7,7-dimethyl-bicyclo[2.2.1]hept-(2E)-ylideneamino]-acetic acid tert-butyl ester

There total 3 articles about [(1S,4R)-1-Cyclohexylsulfamoylmethyl-7,7-dimethyl-bicyclo[2.2.1]hept-(2E)-ylideneamino]-acetic acid tert-butyl 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:

Camphorsulfonyl chloride (21286-54-4) → [(1S,4R)-1-Cyclohexylsulfamoylmethyl-7,7-dimethyl-bicyclo[2.2.1]hept-(2E)-ylideneamino]-acetic acid tert-butyl ester (195257-35-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / DMAP / CH₂Cl₂ / 2 h / 0 °C

2: 1.) H₂S, HCl, HC(OCH₃)3 / 1.) MeOH, 0 deg C, 1 h; 28 deg C, 12 h, 2.) toluene, reflux, 24 h

With hydrogenchloride; dmap; hydrogen sulfide; trimethyl orthoformate; In dichloromethane;

DOI:10.1016/S0040-4020(97)00372-4

Reference yield:

cyclohexylamine (108-91-8,157973-60-9) → [(1S,4R)-1-Cyclohexylsulfamoylmethyl-7,7-dimethyl-bicyclo[2.2.1]hept-(2E)-ylideneamino]-acetic acid tert-butyl ester (195257-35-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / DMAP / CH₂Cl₂ / 2 h / 0 °C

2: 1.) H₂S, HCl, HC(OCH₃)3 / 1.) MeOH, 0 deg C, 1 h; 28 deg C, 12 h, 2.) toluene, reflux, 24 h

With hydrogenchloride; dmap; hydrogen sulfide; trimethyl orthoformate; In dichloromethane;

DOI:10.1016/S0040-4020(97)00372-4

Reference yield:

Glycine tert-butyl ester (6456-74-2) + (1S)-N-(cyclohexyl)-7,7-dimethylbicyclo[2.2.1]hept-1-ylmethanesulfonamide (132757-73-4,443296-39-7) → N-Cyclohexyl-C-((1S,4R)-2,2-dimethoxy-7,7-dimethyl-bicyclo[2.2.1]hept-1-yl)-methanesulfonamide + [(1S,4R)-1-Cyclohexylsulfamoylmethyl-7,7-dimethyl-bicyclo[2.2.1]hept-(2E)-ylideneamino]-acetic acid tert-butyl ester (195257-35-3)

Guidance literature:

With hydrogenchloride; hydrogen sulfide; trimethyl orthoformate; Yield given. Multistep reaction. Yields of byproduct given; 1.) MeOH, 0 deg C, 1 h; 28 deg C, 12 h, 2.) toluene, reflux, 24 h;

DOI:10.1016/S0040-4020(97)00372-4

upstream raw materials:

Glycine tert-butyl ester

(1S)-N-(cyclohexyl)-7,7-dimethylbicyclo[2.2.1]hept-1-ylmethanesulfonamide

Camphorsulfonyl chloride

cyclohexylamine