A process is provided for preparation of (R)N-Boc biphenyl alaninol. It provides a preparation process for a compound outlined as compound 4, which includes these operations: in one of the alcohol solvents, asymmetric hydrogenation of 5 in the presence of [Rh(Duanphos)(X)]Y and hydrogen to provide compound 4. Here Duanphos is (Rc,Sp)-Duanphos or (Sc,Rp)-Duanphos; X is NBD or/and COD; Y is one or more of BF4, PF6, SbF6. This process has a lot of advantages, such as low cost, safe operation, less pollution and high yield. The product was obtained in >99% purity and ee which is suitable to scale up in industrial scale.

##STR00001##

A process is provided for preparation of (R)N-Boc biphenyl alaninol. It provides a preparation process for a compound outlined as compound 4, which includes these operations: in one of the alcohol solvents, asymmetric hydrogenation of 5 in the presence of [Rh(Duanphos)(X)]Y and hydrogen to provide compound 4. Here Duanphos is (Rc,Sp)-Duanphos or (Sc,Rp)-Duanphos; X is NBD or/and COD; Y is one or more of BF4, PF6, SbF6. This process has a lot of advantages, such as low cost, safe operation, less pollution and high yield. The product was obtained in >99% purity and ee which is suitable to scale up in industrial scale.

##STR00001##

A method produces a 3-phenylisoserine derivative by protecting an amino group of a compound represented by General Formula (1) (wherein R.sup.1 represents a phenyl group, or a phenyl group having a substituent; R.sup.2 represents an alkali metal, alkaline earth metal, or nitrogen base; and R.sup.3 represents a hydrogen atom, methyl group, benzyl group, p-methoxybenzyl group, tert-butyl group, methoxymethyl group, 2-tetrahydropyranyl group, ethoxyethyl group, acetyl group, pivaloyl group, benzoyl group, trimethylsilyl group, triethylsilyl group, or tert-butyldimethylsilyl group) in water or a mixed solvent containing water to obtain a particular compound; extracting with a C.sub.4 ether-based solvent; replacing at least part of the C.sub.4 ether-based solvent with a C.sub.1-C.sub.4 aliphatic alcohol while removing the C.sub.4 ether-based solvent and water to perform esterification reaction; and isolating at 0 to 30 C. to obtain a 3-phenylisoserine derivative represented by General Formula (2). ##STR00001##

A method produces a 3-phenylisoserine derivative by protecting an amino group of a compound represented by General Formula (1) (wherein R.sup.1 represents a phenyl group, or a phenyl group having a substituent; R.sup.2 represents an alkali metal, alkaline earth metal, or nitrogen base; and R.sup.3 represents a hydrogen atom, methyl group, benzyl group, p-methoxybenzyl group, tert-butyl group, methoxymethyl group, 2-tetrahydropyranyl group, ethoxyethyl group, acetyl group, pivaloyl group, benzoyl group, trimethylsilyl group, triethylsilyl group, or tert-butyldimethylsilyl group) in water or a mixed solvent containing water to obtain a particular compound; extracting with a C.sub.4 ether-based solvent; replacing at least part of the C.sub.4 ether-based solvent with a C.sub.1-C.sub.4 aliphatic alcohol while removing the C.sub.4 ether-based solvent and water to perform esterification reaction; and isolating at 0 to 30 C. to obtain a 3-phenylisoserine derivative represented by General Formula (2). ##STR00001##

A process to prepare polycarbamate comprising adding urea to a polyol in the presence of at least one catalyst selected from the group consisting of compounds having the following formula M.sub.mZ.sub.n; wherein M is a trivalent metal, and Z is an anionic functionality or a functionality capable of forming a covalent bond with M and wherein n times a valence number of Z equals X and m times three equals Y wherein the absolute value of X equals the absolute value of Y is provided. Also provided are a polycarbamate produced according to the process and a coating composition comprising the polycarbamate.

A process to prepare polycarbamate comprising adding urea to a polyol in the presence of at least one catalyst selected from the group consisting of compounds having the following formula M.sub.mZ.sub.n; wherein M is a trivalent metal, and Z is an anionic functionality or a functionality capable of forming a covalent bond with M and wherein n times a valence number of Z equals X and m times three equals Y wherein the absolute value of X equals the absolute value of Y is provided. Also provided are a polycarbamate produced according to the process and a coating composition comprising the polycarbamate.

A carbamate-functional material is prepared by reacting a carbamate compound with a hydroxy-functional material using titanium (IV) alkoxide as catalyst.

A carbamate-functional material is prepared by reacting a carbamate compound with a hydroxy-functional material using titanium (IV) alkoxide as catalyst.

A method produces a 3-phenylisoserine derivative by protecting an amino group of a compound represented by General Formula (1) (wherein R.sup.1 represents a phenyl group, or a phenyl group having a substituent; R.sup.2 represents an alkali metal, alkaline earth metal, or nitrogen base; and R.sup.3 represents a hydrogen atom, methyl group, benzyl group, p-methoxybenzyl group, tert-butyl group, methoxymethyl group, 2-tetrahydropyranyl group, ethoxyethyl group, acetyl group, pivaloyl group, benzoyl group, trimethylsilyl group, triethylsilyl group, or tert-butyldimethylsilyl group) in water or a mixed solvent containing water to obtain a particular compound; extracting with a C.sub.4 ether-based solvent; replacing at least part of the C.sub.4 ether-based solvent with a C.sub.1-C.sub.4 aliphatic alcohol while removing the C.sub.4 ether-based solvent and water to perform esterification reaction; and isolating at 0 to 30 C. to obtain a 3-phenylisoserine derivative represented by General Formula (2).

##STR00001##

A method produces a 3-phenylisoserine derivative by protecting an amino group of a compound represented by General Formula (1) (wherein R.sup.1 represents a phenyl group, or a phenyl group having a substituent; R.sup.2 represents an alkali metal, alkaline earth metal, or nitrogen base; and R.sup.3 represents a hydrogen atom, methyl group, benzyl group, p-methoxybenzyl group, tert-butyl group, methoxymethyl group, 2-tetrahydropyranyl group, ethoxyethyl group, acetyl group, pivaloyl group, benzoyl group, trimethylsilyl group, triethylsilyl group, or tert-butyldimethylsilyl group) in water or a mixed solvent containing water to obtain a particular compound; extracting with a C.sub.4 ether-based solvent; replacing at least part of the C.sub.4 ether-based solvent with a C.sub.1-C.sub.4 aliphatic alcohol while removing the C.sub.4 ether-based solvent and water to perform esterification reaction; and isolating at 0 to 30 C. to obtain a 3-phenylisoserine derivative represented by General Formula (2).

##STR00001##