PRODUCTION OF AMINOACETIC ACID ESTER HAVING TERTIARY HYDROCARBON GROUP AT ALFA-POSITION

PRODUCTION OF AMINOACETIC ACID ESTER HAVING TERTIARY HYDROCARBON GROUP AT ALFA-POSITION

PROBLEM TO BE SOLVED: To produce the subject compound useful for synthesis of a protein without using a material having a problem with a safety technique, without carrying out expensive separation and purification in good yield and space time yield by using a cheap starting material and carrying out...

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1. Verfasser: KLEEMISS WOLFGANG DR
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ACYCLIC OR CARBOCYCLIC COMPOUNDS
CHEMISTRY
METALLURGY
ORGANIC CHEMISTRY
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description PROBLEM TO BE SOLVED: To produce the subject compound useful for synthesis of a protein without using a material having a problem with a safety technique, without carrying out expensive separation and purification in good yield and space time yield by using a cheap starting material and carrying out a Hoffman degradation. SOLUTION: (A) A corresponding α-substituted malonic acid monoamide ester of formula II is subjected to a Hoffman degradation with (B) a hypohalous acid salt (preferably an alkali metal hypohalite, e.g. sodium hypochlorite) under an aqueous basic condition by using (C) a base (preferably an alkali metal hydroxide, e.g. sodium hydroxide) to provide the objective aminoacetic acid ester of formula I (R1 to R3 are each a hydrocarbon; R4 is H or a 1-4C alkyl) having a tertiary hydrocarbon at the α-position. The component B in an amount of 1.0-1.5 eq. is used and the component C in an amount of 0.8-1.5 eq. is used, per mol of component A. As the result, the objective compound can be obtained in high yield.
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subjects ACYCLIC OR CARBOCYCLIC COMPOUNDS
CHEMISTRY
METALLURGY
ORGANIC CHEMISTRY
title PRODUCTION OF AMINOACETIC ACID ESTER HAVING TERTIARY HYDROCARBON GROUP AT ALFA-POSITION
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