69805-82-9

Upstream product

• 543-27-1 isobutyl chloroformate 
• 78-83-1 2-methyl-propan-1-ol 
• 39896-97-4 benzyl-carbamic acid benzyl ester 
• 100-46-9 benzylamine 
• 86123-95-7 (R)-2-((tert-butoxycarbonyl)amino)-3-methoxypropionic acid 
• 3173-56-6 benzyl isothiocyanate 
• 530-62-1 1,1'-carbonyldiimidazole 
• 32315-10-9 bis(trichloromethyl) carbonate 
• 104272-90-4 isobutyl S-3,6-diisopropylpyrazin-2-ylthiolcarbonate 
• 104272-87-9 2-isobutoxycarbonyloxy-3,6-diisopropylpyrazine 
• 69805-76-1 4-(Isobutoxycarbonyloxy)-3-oxo-2,5-diphenyl-2,3-dihydrothiophen-1,1-dioxid 

Relevant academic research and scientific papers

Improved Synthesis and Impurity Identification of (R)-Lacosamide

An improved synthesis of Lacosamide 1 with high purity has been developed. Critical parameters of each step were identified as well as the impurities generated. Moreover, a creative method to improve chiral purity and stability of the key intermediate (R)-2-amino-N-benzyl-3-methoxypropionamide 10 by forming salt with an achiral acid (phosphoric acid) was discovered to ensure the chiral purity of (R)-Lacosamide. Phosphoric acid was further developed for the deprotection of the Boc group.

Facile one-pot synthesis of unsymmetrical ureas, carbamates, and thiocarbamates from Cbz-protected amines

A novel one-pot synthesis of unsymmetrical ureas, carbamates and thiocarbamates from Cbz-protected amines has been developed. In the presence of 2-chloropyridine and trifluoromethanesulfonyl anhydride, isocyanates are generated in situ, which facilitate rapid reaction with amines, alcohols, and thiols to afford the corresponding ureas, carbamates and thiocarbamates in high yields.

Effect of successive increase in alcohol chains on reaction with isocyanates and isothiocyanates

The reaction of isocyanates and isothiocyanates with long-chain alcohols, e.g. n-hexanol, n-heptanol and n-octanol, exclusively gave N-aryl-O-alkyl carbamates, while N-aryl-O-alkyl carbamates were formed along with symmetrical 1,3-disubstituted ureas and thioureas when the same reactions were carried out with small-chain alcohols at room temperature without using any solvent.

A practical synthesis of carbamates using an 'in-situ' generated polymer-supported chloroformate

A versatile method for the synthesis of carbamates from an 'in-situ' generated polymer-supported chloroformate resin is presented. BTC (bis-trichloromethyl carbonate) is used as phosgene equivalent to afford a supported chloroformate, which, by sequential 'one-pot' reaction with a variety of alcohols and amines, furnishes the corresponding carbamates in high yields and purities. A versatile method for the synthesis of carbamates from an 'in-situ' generated polymer-supported chloroformate resin is presented. BTC (bis-trichloromethyl carbonate) is used as phosgene equivalent to afford a supported chloroformate, which, by sequential 'one-pot' reaction with a variety of alcohols and amines, furnishes the corresponding carbamates in high yields and purities.

ROMPGEL Scavengers: A high-loading supported anhydride for sequestering amines and hydrazines

(formula presented) A versatile method for sequestering excess amines and hydrazines is reported using a high-loading ROMPGEL anhydride polymer.

New Agents for Alkoxycarbonylation of Amines

Alkoxycarbonylated pyrazinols and pyrazinethiols were prepared.These compounds were shown to be convenient agents for alkoxycarbonylation of aliphatic amines.

Cyclic esters of 3,4-dihydroxy-thiophene-1,1-dioxide compounds and 3,4-dihydroxy-cyclopentadienone compounds

Cyclic esters of 3,4-dihydroxy-thiophene-1,1-dioxide and of the corresponding cyclopentadienone compound, and their manufacture. The compounds can be used as "solid forms" of phosgene, thiophosgene or oxalyl chloride, or as acyl transfer agents.