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

Base Information

• Chemical Name: (S)-2-Chloro-propionic acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester
• CAS No.: 104897-94-1
• Molecular Formula: C₂₅H₄₂ClNO₄S
• Molecular Weight: 488.132
• Mol file: 104897-94-1.mol

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

Chemical Property of (S)-2-Chloro-propionic 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:

SDS file from LookChem

Useful:

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

There total 3 articles about (S)-2-Chloro-propionic 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: 77.0%

N,N-Dicyclohexyl-C-[(1S,2R,4R)-7,7-dimethyl-2-((E)-1-trimethylsilanyloxy-propenyloxy)-bicyclo[2.2.1]hept-1-yl]-methanesulfonamide (104897-88-3) → (S)-2-Chloro-propionic acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester (104897-94-1)

Guidance literature:

With N-chloro-succinimide; In tetrahydrofuran; 1.) -78 to 0 deg C, 3 h 2.) 0 deg C, 30 min., d.e. = 98 percent;

Reference yield:

<(1S,2R)-10-(N,N-dicyclohexylaminosulfonyl)born-2-yl>propionate (96864-31-2) → (S)-2-Chloro-propionic acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester (104897-94-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) n-BuLi, diisopropylamine / 1.) THF, hexane, - 78 deg C 2.) -78 deg C, 1 h.

2: 77 percent / N-Chloro-succinimide / tetrahydrofuran / 1.) -78 to 0 deg C, 3 h 2.) 0 deg C, 30 min., d.e. = 98 percent

With N-chloro-succinimide; n-butyllithium; diisopropylamine; In tetrahydrofuran;

Reference yield:

(S)-2-Chloro-propionic acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester (104897-94-1) → 2-Chloro-propionic acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester (104897-94-1)

Guidance literature:

With lithium chloride;

upstream raw materials:

N,N-Dicyclohexyl-C-[(1S,2R,4R)-7,7-dimethyl-2-((E)-1-trimethylsilanyloxy-propenyloxy)-bicyclo[2.2.1]hept-1-yl]-methanesulfonamide

<(1S,2R)-10-(N,N-dicyclohexylaminosulfonyl)born-2-yl>propionate

Downstream raw materials:

(S)-2-chloropropan-1-ol

(-)-10-dicyclohexylsulfamoyl-D-isoborneol

N,N-Dicyclohexyl-C-[(1S,2R,4R)-7,7-dimethyl-2-((E)-1-trimethylsilanyloxy-hex-1-enyloxy)-bicyclo[2.2.1]hept-1-yl]-methanesulfonamide

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