Acetic acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester

Base Information

• Chemical Name: Acetic acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester
• CAS No.: 109106-00-5
• Molecular Formula: C₂₄H₄₁NO₄S
• Molecular Weight: 439.66
• Mol file: 109106-00-5.mol

Synonyms:Acetic acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester

Chemical Property of Acetic acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Acetic acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester

There total 1 articles about Acetic acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl 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: 93.0%

(-)-10-dicyclohexylsulfamoyl-D-isoborneol (96303-88-7) + acetyl chloride (75-36-5) → Acetic acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester (109106-00-5)

Guidance literature:

With silver cyanide; In toluene; at 70 ℃; for 6h;

DOI:10.1002/hlca.19860690725

Reference yield:

benzaldehyde (100-52-7) + Acetic acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester (109106-00-5) → (S)-3-Hydroxy-3-phenyl-propionic acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester + (R)-3-Hydroxy-3-phenyl-propionic acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 1h; Product distribution; diastereoselectivity of aldolisation, effect of silylketene derivatisation and TiCl₄- or BF₃*Et₂O-promotion;

DOI:10.1002/hlca.19860690725

Reference yield:

isobutyraldehyde (78-84-2) + Acetic acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester (109106-00-5) → (R)-3-Hydroxy-4-methyl-pentanoic acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester (109106-06-1)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; titanium tetrachloride; lithium cyclohexylisopropylamide; tert-butyldimethylsilyl chloride; Yield given. Multistep reaction; 1.) THF, -78 deg C, 2.) THF, -78 deg C to 0 deg C, 3.) THF, CH₂Cl₂, -78 deg C, 0.5 h;

DOI:10.1002/hlca.19860690725

upstream raw materials:

(-)-10-dicyclohexylsulfamoyl-D-isoborneol

acetyl chloride

Downstream raw materials:

(S)-3-Hydroxy-undecanoic acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester

(S)-3-Hydroxy-hexanoic acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester

(R)-3-Hydroxy-4-methyl-pentanoic acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester