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108448-77-7

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108448-77-7 Usage

Chemical Properties

white to light yellow crystal powde

Uses

(1R)-(+)-2,10-Camphorsultam has been used as a reactant in the synthesis of pyrrolidine acid analogs as potent dual PPARα/γ agonists.

Purification Methods

The (-)-enantiomer is recrystallised from 95% EtOH and dried in a vacuum desiccator. It dissolves in dilute aqueous NaOH and can be precipitated without hydrolysis by acidifying. It forms the N-Na salt in EtOH (by addition of Na to the EtOH solution), and the salt can be methylated with MeI to give the (-)-N-Me lactam with m 80o after recrystallisation from hot H2O and has []D -59.6o (c 5, CHCl3) [Shriner et al. J Am Chem Soc 60 2794 1938]. [Oppolzer et al. Helv Chim Acta 69 1142 1986, Weismiller et al. Org Synth 69 154 1955, Beilstein 27 III/IV 1007.]

Check Digit Verification of cas no

The CAS Registry Mumber 108448-77-7 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,0,8,4,4 and 8 respectively; the second part has 2 digits, 7 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 108448-77:
(8*1)+(7*0)+(6*8)+(5*4)+(4*4)+(3*8)+(2*7)+(1*7)=137
137 % 10 = 7
So 108448-77-7 is a valid CAS Registry Number.
InChI:InChI=1/C10H17NO2S/c1-9(2)7-3-4-10(9)6-14(12,13)11-8(10)5-7/h7-8,11H,3-6H2,1-2H3/t7-,8-,10+/m1/s1

108448-77-7 Well-known Company Product Price

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  • TCI America

  • (C1324)  (+)-10,2-Camphorsultam  >98.0%(GC)

  • 108448-77-7

  • 1g

  • 790.00CNY

  • Detail
  • TCI America

  • (C1324)  (+)-10,2-Camphorsultam  >98.0%(GC)

  • 108448-77-7

  • 5g

  • 1,990.00CNY

  • Detail
  • Alfa Aesar

  • (A14133)  (1R,2S)-(+)-10,2-Camphorsultam, 99%   

  • 108448-77-7

  • 1g

  • 538.0CNY

  • Detail
  • Alfa Aesar

  • (A14133)  (1R,2S)-(+)-10,2-Camphorsultam, 99%   

  • 108448-77-7

  • 5g

  • 2091.0CNY

  • Detail
  • Aldrich

  • (305804)  (1R)-(+)-2,10-Camphorsultam  98%

  • 108448-77-7

  • 305804-1G

  • 579.15CNY

  • Detail

108448-77-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name (+)-10,2-Camphorsultam

1.2 Other means of identification

Product number -
Other names (1R)-(+)-2,10,Camphorsultam

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:108448-77-7 SDS

108448-77-7Upstream product

108448-77-7Relevant articles and documents

14. Origin of Diastereoselectivity in the Thermal [4+2] Cycloadditions of Dienophiles Derived from Oppolzer's Sultams: Steric vs. Stereoelectronic Influences

Chapuis, Christian,De Saint Laumer, Jean-Yves,Marty, Maurus

, p. 146 - 172 (1997)

Comparative semi-empirical PM3 and ab initio STO 3-21G calculations on bornanesultam-derived dienophiles containing the structural moiety SO2-N-C(O)-X(α) = Y(β) suggest that, among the conformers of low energy, the thermodynamically less stable SO2/C(O)-syn,C(O)/X=Y-s-cis conformation is also reactive in terms of LUMO level and atomic coefficients, Furthermore, the X(α), Y(β) LUMO atomic coefficients are nonequivalent with respect to both X(α)-re and X(α)-si faces, and thus have, depending on the conformation, a matching or mismatching stereoelectronic influence with the co-operative steric effect. This dissymmetry is believed to result from the generalized anomeric effect of the N lone pair, itself anomerically stabilized and directed, in the absence of crucial steric interactions, by the pseudo-axial anti-periplanar S=O bond. Five N-acyl-substituted bornanesultams are discussed ((-)-1a: N-acryloyl, X=CH, Y=CH2; (-)-1b: N-crotonoyl, X=CH, Y=CHMe; (-)-1c: N,N'-fumaroyl, X=CH, Y=CH(C(O)-bornanesultam); 2a: N-glyoxyloyl, X=CH, Y=O; 2b: N-acylnitroso, X=N, Y=O). In this context, differences with toluenesultams 3 are pointed out. A previous report on N-(acylnitroso)-bornanesultam 2b is revisited, and the diastereoselectivity observed is shown to result from thermodynamic control.

Asymmetric multicomponent [C+NC+CC] synthesis of highly functionalized pyrrolidines catalyzed by silver(I)

Garner, Philip,Kaniskan, H. Uemit,Hu, Jieyu,Youngs, Wiley J.,Panzner, Matthew

, p. 3647 - 3650 (2007/10/03)

Highly functionalized pyrrolidines are obtained in a single chemical step via a mild, efficient, and selective Ag1-catalyzed asymmetric [C+NC+CC] coupling process. Oppolzer's camphorsultam enables the desired reaction cascade and provides a rel

Stereocontrolled 1,3-dipolar cycloadditions using Oppolzer's camphor sultam as the chiral auxiliary for carbonyl stabilized azomethine ylides

Garner, Philip,Dogan, ?zdemir,Youngs, Wiley J.,Kennedy, Vance O.,Protasiewicz, John,Zaniewski, Rebecca

, p. 71 - 85 (2007/10/03)

Two complementary approaches to substituted pyrrolidines via stereocontrolled 1,3-dipolar cycloaddition reactions of chiral azomethine ylides are described. In one approach, chiral azomethine ylides were generated by thermolysis of aziridine carboxylate sultams and trapped with a variety of dipolarophiles to give good yields of the corresponding cycloadducts. In the second approach, chiral azomethine ylides were generated from glycyl sultams by 'imine tautomerization' and trapped with dipolarophiles to give good yields of the corresponding cycloadducts.

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