Abstract: A method for the removal of ester protecting groups from .alpha.-amino boronic acid is disclosed for the preparation of compounds of formula (II) belowR.sup.1 -X.sub.n -NHCH (R.sup.2)-B(OH).sub.
Type:
Grant
Filed:
March 24, 1993
Date of Patent:
January 24, 1995
Assignee:
The Du Pont Merck Pharmaceutical Company
Abstract: Intermediates for the preparation of Peptides comprising C-terminal boronic acid derivatives of lysine, ornithine, and arginine, homoarginine and corresponding isothiouronium analogs thereof, are reversible inhibitors of trypsin-like serine proteases such as thrombin, plasma kallikrein and plasmin.
Type:
Grant
Filed:
March 9, 1992
Date of Patent:
October 5, 1993
Assignee:
The Dupont Merck Pharmaceutical Company
Inventors:
Charles A. Kettner, Ashokkumar B. Shenvi
Abstract: The invention relates to compounds of the formula 1 ##STR1## in which A.sup.1 denotes a radical of the formulae ##STR2## A.sup.2 is absent or represents a radical of the formula ##STR3## R.sup.2, R.sup.3 and R.sup.4 are as defined in the specification, and X and Y, independently of one another, represent --O-- or --NR.sup.13 --, and to the salts thereof. Also described is a process for the preparation of the compounds of the formula 1, corresponding pharmaceutical products, and the use thereof as medicines, and intermediates for the preparation of these compounds.
Abstract: Aryl-sulfur pentafluorides of the formula I ##STR1## wherein R, A, Z, n, m and X.degree. have the meaning indicated in claim 1 are suitable for use as components of liquid-crystal phases for field-effect and/or bi-stability effect displays.
Type:
Grant
Filed:
December 27, 1989
Date of Patent:
October 8, 1991
Assignee:
Merck Patent Gesellschaft mit beschrankter Haftung
Inventors:
Volker Reiffenrath, Rudolf Eidenschink, Georg Weber
Abstract: Chiral 1,3,2-oxazaborolidines and tetrahydro-1,3,2-oxazaborines are effective catalysts for the borane reduction of prochiral ketones to optically active alcohols.
Abstract: A boron-containing heterocyclic compound prepared by reacting a primary amine or ammonia with an alkylene oxide or epoxide and then reacting concurrently or subsequently this reaction intermediate with a boric acid. This boron-containing heterocyclic compound may further be reacted with a metal, metalloid or other metal compound and even further contain sulfur, such as a sulfide group.
Type:
Grant
Filed:
December 30, 1987
Date of Patent:
January 31, 1989
Assignee:
Union Oil Company of California
Inventors:
Richard A. Holstedt, Michael C. Croudace
Abstract: There is disclosed a process for the preparation of 1,4-diamino-2,3-dicyanoanthraquinones by reacting compounds of formula ##STR1## wherein X.sub.1 and X.sub.2 are hydroxyl, halogen, acetate or sulfato ester, or, when taken together, are an oxygen atom attached by a double bond to the boron atom, R is a substituent and n is 0, 1 or 2, with an inorganic cyanide in a polar aprotic solvent and in the presence of an oxidizing agent, and subsequently hydrolyzing the reaction product.
Abstract: Heterocyclic boron compounds of the formula IR.sup.1 --A.sup.1 --Z.sup.1 --A.sup.2 --R.sup.2 (I)can be used as components of liquid-crystal phases. A.sup.1 is --A--, --A.sup.4 --A--, or --A--A.sup.4 -- and A is ##STR1## .
Type:
Grant
Filed:
March 24, 1986
Date of Patent:
June 14, 1988
Assignee:
Merck Patent Gesellschaft mit beschrankter Haftung
Inventors:
Andreas Wachtler, Joachim Krause, Rudolf Eidenschink, Jurgen Eichler, Bernhard Scheuble
Abstract: There is disclosed a process for the preparation of 1,4-diamino-2,3-dicyanoanthraquinones by reacting compounds of formula ##STR1## wherein X.sub.1 and X.sub.2 are hydroxyl, halogen, acetate or sulfato ester, or, when taken together, are an oxygen atom attached by a double bond to the boron atom, R is a substituent and n is 0, 1 or 2, with an inorganic cyanide in a polar aprotic solvent and in the presence of an oxidizing agent, and subsequently hydrolyzing the reaction product.
Abstract: A boron-containing heterocyclic compound prepared by reacting a primary amine or ammonia with an alkylene oxide or epoxide and then reacting concurrently or subsequently this reaction intermediate with a boric acid. This boron-containing heterocyclic compound may further be reacted with a metal, metaloid or other metal compound and even further contain sulfur, such as a sulfide group.The boron-containing heterocyclic compound provides extreme pressure anti-wear properties when provided in a lubricating composition. The lubricating composition may also comprise anti-oxidants, copper corrosion inhibitors, and lead corrosion inhibitors. The anti-wear properties of a lubricating composition can be enhanced using the borates of the present invention in conjunction with a copper compound.The boron-containing heterocyclic compound may be used in automatic transmission fluids alone, further reacted with an ester of a polyhydric alcohol or mixed with said ester.Automatic transmission fluid compositions are provided.
Type:
Grant
Filed:
July 11, 1986
Date of Patent:
February 9, 1988
Assignee:
Union Oil Company of California
Inventors:
Richard A. Holstedt, Michael C. Croudace
Abstract: A boron-containing heterocyclic compound prepared by reacting a primary amine or ammonia with an alkylene oxide or epoxide and then reacting concurrently or subsequently this reaction intermediate with a boric acid. This boron-containing heterocyclic compound may further be reacted with a metal, metaloid or other metal compound and even further contain sulfur, such as a sulfide group.The boron-containing heterocyclic compound provides extreme pressure anti-wear properties when provided in a lubricating composition. The lubricating composition may also comprise anti-oxidants, copper corrosion inhibitors, and lead corrosion inhibitors. The anti-wear properties of a lubricating composition can be enhanced using the borates of the present invention in conjuction with a copper compound.
Type:
Grant
Filed:
January 29, 1985
Date of Patent:
June 17, 1986
Assignee:
Union Oil Company of California
Inventors:
Richard A. Holstedt, Michael C. Croudace
Abstract: Amine-sulfurized hydrocarbyl or hydrocarbyloxy phenol borates and alkoxylated derivatives thereof provide friction reducing and high temperature stabilizing properties to lubricating oils and greases into which they have been incorporated.