Provided is an alkyldiphenylmethane protective agent, which can prevent solidification or insolubilization of a compound by protecting a functional group of the compound to achieve easy separation and purification after a reaction.

An alkyldiphenylmethane compound represented by general formula (1):

##STR00001## wherein Y represents OR.sup.19 (wherein R.sup.19 represents a hydrogen atom or an active ester-type protecting group), NHR.sup.20 (wherein R.sup.20 represents a hydrogen atom, a C.sub.1-6 linear or branched alkyl group, or an aralkyl group), isocyanate group, an azide group, or a halogen atom, Z represents a C.sub.1-4 linear or branched alkyl group, an alkenyl group, or a cycloalkyl group, at least one of R.sup.1 to R.sup.10 represents a group represented by formula (2):

OR.sup.11X-A(2) and the others each independently represent a hydrogen atom, a halogen atom, a C.sub.1-4 alkyl group, or a C.sub.1-4 alkoxy group; R.sup.11 represents a C.sub.1-16 linear or branched alkylene group; X represents O or CONR.sup.21 (wherein R.sup.21 represents a hydrogen atom or a C.sub.1-4 alkyl group); and A represents, for example, a group represented by formula (3):

##STR00002## wherein R.sup.12, R.sup.13, and R.sup.14 may be the same or different and each independently represent a C.sub.1-6 linear or branched alkyl group or an optionally substituted aryl group; R.sup.15 represents a single bond or a C.sub.1-3 linear or branched alkylene group; and R.sup.16, R.sup.17, and R.sup.18 each independently represent a C.sub.1-3 linear or branched alkylene group.

The present disclosure relates to novel, scalable methods of making substituted tricyclic compounds that are useful to treat and/or prevent HBV and/or HBV-HDV infection and related conditions in a subject.

The purpose of the present invention is to provide a protecting group which improves the solubility of a compound having a functional group protected with the protecting group in an organic solvent and which is easily separated and purified after a reaction with avoiding solidification or insolubilization. Provided is a benzyl compound represented by Formula (1) where X.sup.1 represents CH.sub.2OR.sup.14 (where R.sup.14 represents a hydrogen atom, a halogenocarbonyl group, or an active ester-type protecting group), CH.sub.2NHR.sup.5 (where R.sup.15 represents a hydrogen atom, a linear or branched alkyl group having 1 to 6 carbon atoms, or an aralkyl group), a halogenomethyl group, a methyl azide group, a formyl group, or an oxime; and at least one of R.sup.1, R.sup.2, R.sup.3, R.sup.4, and R.sup.5 is a group represented by Formula (2), and the remainders each represent a hydrogen atom, a halogen atom, an alkyl group having 1 to 4 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, where R.sup.6 represents a linear or branched alkylene group having 1 to 16 carbon atoms; X.sup.2 represents O or CONR.sup.16 (where R.sup.16 represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms); and A represents a group represented by Formula (3), (4), (5), (6), (7), (8), (9), (10), (11), (12), or (13).

The purpose of the present invention is to provide a protecting group which improves the solubility of a compound having a functional group protected with the protecting group in an organic solvent and which is easily separated and purified after a reaction with avoiding solidification or insolubilization. Provided is a benzyl compound represented by Formula (1) where X.sup.1 represents CH.sub.2OR.sup.14 (where R.sup.14 represents a hydrogen atom, a halogenocarbonyl group, or an active ester-type protecting group), CH.sub.2NHR.sup.5 (where R.sup.15 represents a hydrogen atom, a linear or branched alkyl group having 1 to 6 carbon atoms, or an aralkyl group), a halogenomethyl group, a methyl azide group, a formyl group, or an oxime; and at least one of R.sup.1, R.sup.2, R.sup.3, R.sup.4, and R.sup.5 is a group represented by Formula (2), and the remainders each represent a hydrogen atom, a halogen atom, an alkyl group having 1 to 4 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, where R.sup.6 represents a linear or branched alkylene group having 1 to 16 carbon atoms; X.sup.2 represents O or CONR.sup.16 (where R.sup.16 represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms); and A represents a group represented by Formula (3), (4), (5), (6), (7), (8), (9), (10), (11), (12), or (13).

Provided is an alkyldiphenylmethane protective agent, which can prevent solidification or insolubilization of a compound by protecting a functional group of the compound to achieve easy separation and purification after a reaction. An alkyldiphenylmethane compound represented by general formula (1): ##STR00001## wherein Y represents OR.sup.19 (wherein R.sup.19 represents a hydrogen atom or an active ester-type protecting group), NHR.sup.20 (wherein R.sup.20 represents a hydrogen atom, a C.sub.1-6 linear or branched alkyl group, or an aralkyl group), isocyanate group, an azide group, or a halogen atom, Z represents a C.sub.1-4 linear or branched alkyl group, an alkenyl group, or a cycloalkyl group, at least one of R.sup.1 to R.sup.10 represents a group represented by formula (2): ##STR00002## and the others each independently represent a hydrogen atom, a halogen atom, a alkyl group, or a C.sub.1-4 alkoxy group; R.sup.11 represents a C.sub.1-16 linear or branched alkylene group; X represents O or CONR.sup.21 (wherein R.sup.21 represents a hydrogen atom or a C.sub.1-4 alkyl group); and A represents, for example, a group represented by formula (3): ##STR00003## wherein R.sup.12, R.sup.13, and R.sup.14 may be the same or different and each independently represent a C.sub.1-6 linear or branched alkyl group or an optionally substituted aryl group; R.sup.15 represents a single bond or a C.sub.1-3 linear or branched alkylene group; and R.sup.16, R.sup.17, and R.sup.18 each independently represent a C.sub.1-3 linear or branched alkylene group.

The present invention relates to a method of production of 4-boronophenylalanine (BPA) from 4-iodophenylalanine, in which all the functional groups of the amino acid are protected by benzyl protection method, and which uses isopropyl magnesium halogenide stabilized by a complexation base, and subsequent condensation of the resulting Grignard reagent with a boric acid ester. The final reaction step, catalytic hydrogenolysis or transfer hydrogenolysis of protecting groups on the amino acid, occurs after hydrolysis of the boronate ester groups.

Methods of synthesizing compounds using CO.sub.2 as a directing group for CH functionalization, and compounds made thereby, are described.

Methods of synthesizing compounds using CO.sub.2 as a directing group for CH functionalization, and compounds made thereby, are described.

An object of the present invention is to develop a protecting group, which can prevent solidification or insolubilization of a compound by protecting a functional group to achieve easy separation and purification after a reaction. A diphenylmethane compound represented by general formula (1): ##STR00001## wherein Y represents OR.sup.19 (wherein R.sup.19 represents a hydrogen atom or an active ester-type protecting group), NHR.sup.20 (wherein R.sup.20 represents, for example, a hydrogen atom, a C.sub.1-6 linear or branched alkyl group, or an aralkyl group, at least one of R.sup.1 to R.sup.10 represents a group represented by formula (2):
OOR.sup.11X-A(2) and the others each independently represent a hydrogen atom, a halogen atom, a C.sub.1-4 alkyl group, or a C.sub.1-4 alkoxy group; R.sup.11 represents a C.sub.1-16 linear or branched alkylene group; X represents O or CONR.sup.21 (wherein R.sup.21 represents a hydrogen atom, or a C.sub.1-4 alkyl group; and A represents, for example, a group represented by formula (3). ##STR00002##

An object of the present invention is to develop a protecting group, which can prevent solidification or insolubilization of a compound by protecting a functional group to achieve easy separation and purification after a reaction. A diphenylmethane compound represented by general formula (1): ##STR00001## wherein Y represents OR.sup.19 (wherein R.sup.19 represents a hydrogen atom or an active ester-type protecting group), NHR.sup.20 (wherein R.sup.20 represents, for example, a hydrogen atom, a C.sub.1-6 linear or branched alkyl group, or an aralkyl group, at least one of R.sup.1 to R.sup.10 represents a group represented by formula (2):
OOR.sup.11X-A(2) and the others each independently represent a hydrogen atom, a halogen atom, a C.sub.1-4 alkyl group, or a C.sub.1-4 alkoxy group; R.sup.11 represents a C.sub.1-16 linear or branched alkylene group; X represents O or CONR.sup.21 (wherein R.sup.21 represents a hydrogen atom, or a C.sub.1-4 alkyl group; and A represents, for example, a group represented by formula (3). ##STR00002##