163182-10-3

Basic information

• Product Name: (S)-CAMPHORSULFONIC ACID DIISOPROPYLAMIDE GLYCOLATE ACETAL
• Synonyms: (S)-CAMPHORSULFONIC ACID DIISOPROPYLAMIDE GLYCOLATE ACETAL;[1S-(1ALPHA,2ALPHA,4BETA)]-N,N-DIISOPROPYL-7,7-DIMETHYL-4'-OXOSPIRO[BICYCLO[2.2.1]HEPTANE-2,2'-[1,3]DIOXOLANE]-1-METHANESULFONAMIDE
• CAS NO: 163182-10-3
• Molecular Formula: C₁₈H₃₁NO₅S
• Molecular Weight: 373.51
• Mol File: 163182-10-3.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (S)-CAMPHORSULFONIC ACID DIISOPROPYLAMIDE GLYCOLATE ACETAL(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-CAMPHORSULFONIC ACID DIISOPROPYLAMIDE GLYCOLATE ACETAL(163182-10-3)
• EPA Substance Registry System: (S)-CAMPHORSULFONIC ACID DIISOPROPYLAMIDE GLYCOLATE ACETAL(163182-10-3)

Safety Data

• Hazardous Substances Data: 163182-10-3(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
(S)-CAMPHORSULFONIC ACID DIISOPROPYLAMIDE GLYCOLATE ACETAL is used as a chiral auxiliary for the synthesis of chiral molecules, which are essential in the development of many pharmaceutical drugs. The creation of chiral centers in these molecules can lead to improved efficacy and selectivity, reducing side effects and increasing the overall effectiveness of the drug.
Used in Agrochemical Industry:
In the agrochemical industry, (S)-CAMPHORSULFONIC ACID DIISOPROPYLAMIDE GLYCOLATE ACETAL is employed as a chiral auxiliary in the synthesis of chiral pesticides and other agrochemicals. The use of chiral molecules in these applications can result in more targeted and environmentally friendly products, reducing the impact on non-target organisms and the ecosystem.
Used in Academic Research:
(S)-CAMPHORSULFONIC ACID DIISOPROPYLAMIDE GLYCOLATE ACETAL is utilized as a chiral auxiliary in various research projects, particularly in the field of asymmetric synthesis. It aids researchers in understanding the role of chirality in chemical reactions and contributes to the development of new methodologies and techniques in organic chemistry.

Upstream product

• 256393-05-2 (1S)-N,N-diisopropyl (2,2-dimethoxy-7,7-dimethylbicyclo[2.2.1]hept-1-yl)methanesulfonamide 
• 79-14-1 glycolic Acid 
• 96323-05-6 (1S)-(+)-N,N-diisopropyl-10-camphorsulfonamide 
• 256393-09-6 (1S,2S,5'R)-N,N-diisopropyl [2-spiro-2'-(5'-phenylmethyl-1',3'-dioxolane-4'-one)-7,7-dimethylbicyclo[2.2.1]hept-1-yl]methanesulfonamide 

Downstream Products

• 256393-09-6 (1S,2S,5'R)-N,N-diisopropyl [2-spiro-2'-(5'-phenylmethyl-1',3'-dioxolane-4'-one)-7,7-dimethylbicyclo[2.2.1]hept-1-yl]methanesulfonamide 

Relevant articles and documents

Process for preparing optically active α-hydroxy acids and derivatives thereof

The present invention provides a process for preparing optically active α-hydroxy acids and derivatives thereof by subjecting the alkylated 1,3-dioxolanones of formula (IV) wherein R1and R2are the same or different and are each independently H or C1-6alkyl; R5is H, C1-16alkyl, or unsubstituted or substituted phenyl; and R6is C1-8alkyl, C2-7alkenyl or unsubstituted or substituted benzyl, to either alcoholysis or hydrolysis, in which the alkylated 1,3-dioxolanones are obtained by using 10-camphorsulfonamide as a chiral auxiliary.

Enantioselective synthesis of α-hydroxy acids employing (1S)-(+)-N,N-diisopropyl-10-camphorsulfonamide as chiral auxiliary

matrix presented I R1=H, Me, Ph II (>98 de.) III Lewis acid (BF3·-OEt2) catalyzed condensation of dimethoxy acetal 2 with α-hydroxy acids produces chiral 1,3-dioxolanones I. The enolates derived from these compounds underg