23234-86-8Relevant academic research and scientific papers
Chemo-enzymatic synthesis of optically active amino acids and peptides
Chen, Shui-Tein,Wang, Kung-Tsung
, p. 301 - 311 (2007/10/03)
The industrial alkaline protease, alcalase, is stable and active in a high concentration of organic solvents and useful as a biocatalyst for (i) diastereoselective hydrolysis of peptide esters and preparation of racemization-free peptides; (ii) selective incorporation of esters of D-amino acid into peptides in t-butanol via a selective hydrolysis of esters of D,L-amino acid, followed by using the unhydrolyzed D-esters as a nucleophile in a kinetically controlled peptide bond formation; (iii) resolution of esters of amino acid in 95% t-butanol/5% water, followed by saponification of the unreacted esters to offer both enantiomers with high yield and optical purity; (iv) completely resolve amino-acid esters with high yield and optical purity via in situ racemization of the unreacted antipode catalyzed by pyridoxal 5-phosphate; (v) cryobioorganic synthesis of peptides with increased yields 15%-40% of peptide bond formation by reaction at 5 °C instead of 25-30 °C of a kinetically controlled enzymatic reaction in alcohols.
Synthesis of 1-(t-butoxycarbonyl)benzotriazole and 1-(p-methoxybenzyloxycarbonyl)benzotriazole and their use in the protection of amino acids
Katritzky, Alan R.,Fali, Clara N.,Li, Jianqing,Ager, David J.,Prakash, Indra
, p. 1623 - 1630 (2007/10/03)
Benzotriazol-1-ylcarbonyl chloride, generated from benzotriazole and phosgene, reacts with t-butyl alcohol and p-methoxybenzyl alcohol to give 1-(t-butoxycarbonyl)benzotriazole (4) and 1-(p-methoxybenzyloxycarbonyl)benzotriazole (5), respectively in good yields. The synthetic utility of ragents 4 and 5 is shown by effective amino protection in phenylalanine and phenylglycine.
Pharmaceutical composition having an excellent absorption property
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, (2008/06/13)
A compound represented by the formula: STR1 wherein R1 is a hydrogen atom, a fluorine atom, a nitro group, a hydroxyl group or a hydroxyl group protected by an esterifying group; X is CO or SO2 ; --Y-- is a straight bond, a lower alkylene group, a substituted or unsubstituted vinylene group, or group having the formula --CH2 --O-- or --O--CH2 --; R2 is a substituted or unsubstituted phenyl or naphthyl group, or R2 --Y--CO is N-benzyloxycarbonylphenylalanyl, N-benzyloxycarbonyl-4-fluorophenylalanyl or N-(m-methoxycinnamoyl)-phenylalanyl group; or a non-toxic salt thereof is disclosed along with pharmaceutical compositions containing these compounds and methods of using these compositions to increase the rate of absorption of medicines.
Oxime carbonates
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, (2008/06/13)
Novel carbonic acid esters are disclosed which are useful in a process for introducing esterified carboxy-type protective groups on amino and/or imino groups in amino and/or imino group - containing compounds for the temporary protection of said amino and/or imino groups. Additionally, processes for preparing said esters are also disclosed.
Carbonic acid esters, and the preparation thereof and their use
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, (2008/06/13)
Carbonic acid esters of the formula substituent(s) substituents(s) wherein R'1 is lower alkyl which may have substituent)s) selected from the group of halogen, lower alkoxy and aryloxy, or ar(lower)-alkyl which may have substituents)s) selected from the group of lower alkoxy, halogen, nitro and cyano, and R'2 is benzotriazolyl which may have halogen; or a group represented by the formula: STR1 wherein Y' and Z' are each cyano, nitro, carbamoyl, esterified carboxy, lower alkanoyl, aroyl or disubstituted carbamoyl; provided that when R'2 is a group represented by the formula: STR2 wherein Y' and Z' are each cyano, nitro, carbamoyl or esterified carboxy, R'1 is ar(lower) alkyl having substituent(s) selected from the group of lower alkoxy, halogen, nitro and cyano. A process for the protection of amino and/or imino groups in compounds containing them by reacting them with the aforementioned esters is also disclosed.
