62319-13-5

Upstream product

• 67-56-1 methanol 
• 21286-54-4 Camphorsulfonyl chloride 
• 124-41-4 sodium methylate 
• 3144-16-9 (1S)-10-camphorsulfonic acid 
• 6994-93-0 ((1S,4R)-7,7-dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonyl chloride 
• 1445-45-0 Trimethyl orthoacetate 
• 5872-08-2 10-camphorsufonic acid 
• 77-78-1 dimethyl sulfate 

Downstream Products

• 1256081-14-7 C₁₀H₁₅O₄S^(1-)*C₁₉H₂₂NO₄S₂⁽¹⁺⁾ 
• 41348-33-8 (1S,5R,7R)-10,10-dimethyl-4-oxa-3-thiatricyclo[5.2.1.0^1,5]decane 3,3-dioxide 

Relevant academic research and scientific papers

A scalable, Nonenzymatic synthesis of highly stereopure difunctional C4 secondary methyl linchpin synthons

In response to the continuing widespread use of heterodifunctional C4 secondary methyl building blocks in asymmetric synthesis, we have developed a mole-scale, two-step synthesis of a 1:1 mixture of the diastereomers of 3-bromo-2-methyl-1-propyl camphorsulfonate (casylate). One isomer (2S) has been crystallized to >99:1 dr in ～25% yield. Equilibration of the mother liquor (enriched in 2R) to a 1:1 mixture and recrystallization significantly raises the overall yield of 2S. Applications of 2S include chemoselective Grignard coupling, enabling the very short synthesis of highly stereopure long-chain natural products containing remote, methyl-bearing stereogenic centers [e.g., (R)-tuberculostearic acid], with complete control of configuration. Also, Ag-mediated, completely chemoselective Br displacement from 2S leads to a range of >99:1 er difunctional synthons. Both applications incorporate concurrent recovery of CasO. The enantiomer of 2S can be made from commercial (1R)-10-CasOH.

An improved synthesis of 10-isobornylsultone

A modified and improved synthesis of 10-isobornylsultone in three steps and in 81% overall yield starting from (+)-camphor-10-sulfonic acid is described. The synthesis proceeds via methyl sulfonate ester formation, stereoselective reduction and base-catalysed intramolecular cyclisation.

SALTS OF TIOTROPIUM WITH 10-CAMPHORSULFONIC ACID

The present invention relates to novel tiotropium salts with 10-camphorsulphonic acid of formula (I), its optical isomers or their mixtures, their monohydrates, their anhydrous crystalline forms and processes for the preparation thereof, as well as to pharmaceutical compositions containing the same and to the use of novel salts for the treatment of respiratory tract diseases.

SALTS OF TIOTROPIUM WITH 10-CAMPHORSULFONIC ACID

The present invention relates to novel tiotropium salts with 10-camphorsulphonic acid of formula (I), its optical isomers or their mixtures, their monohydrates, their anhydrous crystalline forms and processes for the preparation thereof, as well as to pharmaceutical compositions containing the same and to the use of novel salts for the treatment of respiratory tract diseases. (I)

Synthesis of alkyl sulfonates from sulfonic acids or sodium sulfonates using solid-phase bound reagents

An efficient and selective method for the synthesis of sulfonic esters from sulfonic acids or sodium sulfonates using polymer-bound primary triazenes based upon the T2* linker has been developed. The purities of the esters obtained are usually greater tha

Facile esterification of sulfonic acids and carboxylic acids with triethylorthoacetate

Triethylorthoacetate was found to be surprisingly more effective than triethylorthoformate in the esterification of sulfonic acids and carboxylic acids. Using this reagent, esters of sulfonic and carboxylic acids are prepared in high yields.