Imido carbonate compound, production thereof and uses thereof as reagent for forming active ester of amino acids
US4341707A · kind A · utility
Assignee
Inventors
Key dates
| Filing date | Apr 18, 1980 |
| Grant date | Jul 27, 1982 |
| Priority date | — |
| Expiry date | Apr 18, 2000 |
Classification
- Technology area (CPC C)Chemistry; Metallurgy
- CPC primaryC07K1/10
- WIPO fieldOrganic fine chemistry
- WIPO sectorChemistry
Abstract
A new carbonate compound which is N,N'-di-succinimidyl carbonate, N,N'-diphthalimidyl carbonate or N,N'-bis(5-norbornene-2,3-dicarboxyimidyl) carbonate is produced by reacting an N-hydroxy compound of the formula EQU R-OH wherein R is succinimido, phthalimido or 5-norbornene-2,3-dicarboximido group, with a silylating agent, followed by reacting the resultant silylated product with phosgene, or alternatively by reacting said N-hydroxy compound with trichloromethyl chloroformate either in the molten state or in the presence of a non-polar organic solvent such as xylene. This new carbonate compound is useful not only as a reagent for forming active esters from amino acid but also as a reagent for introducing a carbonyl group between a pair of amino groups, a pair of amino and hydroxyl groups or a pair of amino and mercapto groups, for producing an isothiocyanate from a dithicarbamic acid by removal of hydrogen sulfide from the latter, and for producing acrylic acid derivatives from N-protected serine by dehydration of the latter.
Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.