125702-42-3

Upstream product

• 619-73-8 4-nitrobenzyl chloride 
• 4457-32-3 4-nitrobenzyl chloroformate 
• 100-11-8 1-bromomethyl-4-nitro-benzene 
• 475-38-7 5,8-Dihydroxy-1,4-naphthoquinone 
• 530-62-1 1,1'-carbonyldiimidazole 

Downstream Products

• 71835-46-6 4-nitrobenzyloxycarbonylhydrazine hydrochloride 
• 99909-10-1 7β-<(E)-α-(4-nitrobenzyloxycarbonylhydrazono)phenylacetamido>-3-<(5-methyl-1,3,4-thiadiazol-2-yl)thiomethyl>-3-cephem-4-carboxylic acid 

Relevant academic research and scientific papers

Method for producing symmetrical and asymmetrical carbonates

Process for the preparation of symmetrical and asymmetrical carbonates of the general formula I by reaction of alcohols of the general formula II and alkyl or aryl halides of the general formula III,R—OH??IIR′—HAL??IIIwith carbon dioxide and caesium carbonate at room temperature in dipolar aprotic solvents.

SULFINIC ACIDS AND RELATED COMPOUNDS. 21. PREPARATION OF CRYSTALLINE SULFINIC ESTERS

In a search for means of preparing stable crystalline esters of sulfinic acids, yields from p-toluenesulfinic acid as a model were 53-92 percent with 1,1'-carbonyldiimidazole (CDI, 2) as a coupling reagent for a variety of alcohols.The best coupling reagents were CDI and chlorotrimethylsilane (16).The agent 16 could be used with sulfinate salts, as could CDI with in situ acidification.The best alcohols were 1-adamantanol and p-nitrobenzyl alcohol.Among alkanesulfinic esters, methanesulfinates were unstable oils obtainable only in low yields, but 1-butanesulfinates were obtained in 52-56 percent yield (although still as oils).As a stable disulfinic acid, 1,4-butanedisulfinic acid gave a nicely crystalline di-1-adamantyl ester (mp 123-125 deg C), but another alkanedisulfinate salt or acid that contained a disulfide moiety gave no diester by use either of 2 or 16.Key words: 1,1'-Carbonyldiimidazole, chlorotrimethylsilane, sulfinic acids, sulfinic acid esters, sulfinic acid salts, p-toluenesulfinic acid.

Synthesis of daunomycinone and the derivatives thereof

Regio- and stereospecific method for the preparation of daunomycinone and derivatives thereof utilizing the p-nitrobenzyloxy carbonyl group as a blocking group.