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The present invention relates to aqueous solutions of amino group-containing silanol compounds, glass substrates and glass fibers which are surface-treated with the solutions, and processes for the preparation of aqueous solutions of amino-containing silanol compounds. The aqueous solutions of amino

The present invention relates to aqueous solutions of amino group-containing silanol compounds, glass substrates and glass fibers which are surface-treated with the solutions, and processes for the preparation of aqueous solutions of amino-containing silanol compounds. The aqueous solutions of amino group-containing silanol compounds of the present invention are prepared by reacting 1 mole of an aminoalkylsilane with 1.5 to 10 moles of water, and distilling off a volatile organic compound by-producing during the reaction until the content becomes less than 4% by weight.

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The present invention relates to aqueous solutions of amino group-containing silanol compounds, glass substrates and glass fibers which are surface-treated with the solutions, and processes for the preparation of aqueous solutions of amino-containing silanol compounds. The aqueous solutions of amino

The present invention relates to aqueous solutions of amino group-containing silanol compounds, glass substrates and glass fibers which are surface-treated with the solutions, and processes for the preparation of aqueous solutions of amino-containing silanol compounds. The aqueous solutions of amino group-containing silanol compounds of the present invention are prepared by reacting 1 mole of an aminoalkylsilane with 1.5 to 10 moles of water, and distilling off a volatile organic compound by-producing during the reaction until the content becomes less than 4% by weight. ected from the group consisting of --O--, --N(H)--(wherein NH is optionally substituted with a suitable protecting group), --N(--OH)-- (wherein hydroxy is optionally substituted with a suitable protecting group), --N(--O--(C1-8)alkyl)--, --N(--C1-8alkyl-aryl-R6)-- and --N(--O--(C1-8)alkyl-aryl-R6)--; and, X2is selected from the group consisting of --OH (wherein OH is optionally substituted with a suitable protecting group), --NH2(wherein NH2is optionally substituted with a suitable protecting group), --NH(--OH) (wherein NH and OH are optionally substituted with a suitable protecting group), --NH(--C1-8alkyl) (wherein NH is optionally substituted with a suitable protecting group) and --NH(--C1-8alkyl-aryl-R6) (wherein NH is optionally substituted with a suitable protecting group); and pharmaceutically acceptable salts and diastereomers thereof; wherein the method for generating an intermediate selected from the group consisting of Formula (I) and Formula (II) is either a resin-bound or an in-situ method comprising: (a) preparing a compound of Formula (III): wherein R1and R4are as previously described; wherein R9is selected from R2(for an in-situ method) or (for a resin-bound method) is selected from --SO2--Ph--CO2--(resin) or --SO2--Ph--C(O)--NH--(resin); and, wherein R10is selected from R3(for an in-situ method) or (for a resin-bound method) is selected from --CO2--(resin), --C(O)--NH--(resin) or --C(N)--(resin); and, (b) acylating the compound of Formula (III) to prepare a compound of Formula (IV): wherein Y, R1,R4,R5,R9and R10are as previously described; and, wherein X is selected from the group consisting of O, N(H) (wherein NH is optionally substituted with a suitable protecting group), N(--OH) (wherein hydroxy is optionally substituted with a suitable protecting group), N(--O--(C1-8)alkyl), N(--C1-8alkyl-aryl-R6) and N(--O--(C1-8)alkyl-aryl-R6); (c) reacting the compound of Formula (IV) (with the proviso that the method is a resin-bound method) with the appropriate starting materials, using the appropriate reagents and conditions and cleaving the compound of Formula (IV) (with the proviso that the method is a resin-bound method) from the resin to prepare the intermediate selected from the group consisting of Formula (I) and Formula (II); or, (d) refluxing the compound of Formula (IV) (with the proviso that the method is an in-situ method) using the appropriate reagents and conditions to prepare the intermediate selected from the group consisting of Formula (I) and Formula (II); wherein the intermediate is selected from a kinetic product (a trans isomer prepared at a reflux temperature of ≤80° C.) or a thermodynamic product (a cis isomer prepared at a reflux temperature of >80° C.); alternatively, the method for preparing an intermediate of Formula (I) further comprises preparing a compound selected from Formula (IV) wherein X is NH(--OH); and, adding silica gel in the appropriate amount at the appropriate time and temperature to prepare the intermediate of Formula (I) by cycloaddition; and, alternatively, the method for preparing an intermediate of Formula (II) further comprises hydrolyzing an intermediate of Formula (I) under the appropriate conditions to prepare the intermediate of Formula (II). 2. The method of claim 1 wherein R1is selected from the group consisting of a standard, natural (L) and non-natural (D), non-hydrogen amino acid side chain (wherein the amino acid side chain is optionally substituted with a suitable protecting group), hydrogen and --(C1-4)alkyl {wherein C1-4alkyl is optionally substituted with 1 to 2