Process for the production of 2-isocyanato-2,3-dehydrocarboxylic

Details Process for the production of 2-isocyanato-2,3-dehydrocarboxylic Process for the production of 2-isocyanato-2,3-dehydrocarboxylic

1986-03-10

1987-04-28

Siegel, Alan

Organic compounds -- part of the class 532-570 series

Organic compounds

Isocyanate esters

C07C12200

Patent

active

046616268

ABSTRACT:
There are produced 2-isocyanato-2,3-dehydrocarboxylic acid esters of the general formula: ##STR1## in which R.sup.1 is a straight chain or branched C.sub.1 -C.sub.4 -alkyl group, a phenyl group or a benzyl group, R.sup.2 is hydrogen or a methyl group and R.sup.3 is hydrogen, a straight chain or branched C.sub.1 -C.sub.16 -alkyl group, a C.sub.3 -C.sub.8 -cycloalkyl group, a C.sub.1 -C.sub.6 -alkylmercapto group or a phenyl group by reacting a 2-azido-carboxylic acid ester of the general formula: ##STR2## in an inert solvent at a temperature between 0.degree. and 150.degree. C. with phosgene or diphosgene in the presence of a perrhenate. The compounds of general formula (I) can be converted into the corresponding Z- or BOC-protected 2,3-dehydro-2-amino-carboxylic acid ester with benzyl alcohol or with tert. butyl alcohol, which esters in turn are valuable building blocks for the synthesis of dehydropeptides.

REFERENCES:
Effenberger, Chem. Ber., vol. 117, pp. 1497-1512 (1984).

Affiliated with

Also associated with

Rating

Process for the production of 2-isocyanato-2,3-dehydrocarboxylic does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Process for the production of 2-isocyanato-2,3-dehydrocarboxylic, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Process for the production of 2-isocyanato-2,3-dehydrocarboxylic will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-478294