专利号:US-4384998-A 优先权日:1981-03-30 标题:Synthesis of thienamycin from D-glucose 发明人:DURETTE PHILIPPE L 权利人:MERCK & CO INC 摘要:Disclosed is a chiral, total synthesis of thienamycin from D-glucose which proceeds via intermediates I, II and III to known aldehyde IV which is known to be useful in the total synthesis of thienamycin (V): ##STR1## wherein: R is lower alkyl having 1-6 carbon atoms or bi-valent alkyl having 2-6 carbon atoms which joins the two sulfur atoms; R 1 is lower alkyl or aralkyl, such as benzyl and the like; and R 2 is hydrogen or a removable protecting group, such as triorganosilyl wherein the organo groups are independently selected from lower alkyl, phenyl and phenylloweralkyl.
专利号:US-4448976-A 优先权日:1981-03-30 标题 :Chiral synthesis of thienamycin from D-gluocose 发明人:DURETTE PHILIPPE L 权利人:MERCK & CO INC 摘要:Disclosed is a chiral, total synthesis of thienamycin from D-glucose which proceeds via intermediates I, II and III to known aldehyde IV which is known to be useful in the total synthesis of thienamycin (V): ##STR1## wherein: R is lower alkyl having 1-6 carbon atoms or bi-valent alkyl having 2-6 carbon atoms which joins the two sulfur atoms; R 1 is lower alkyl or aralkyl, such as benzyl and the like; and R 2 is hydrogen or a removable protecting group, such as triorganosilyl wherein the organo groups are independently selected from lower alkyl, phenyl and phenylloweralkyl.
专利号:US-4544502-A 优先权日:1981-03-30 标 题 :Chiral synthesis of thienamycin from D-glucose 发明人:DURETTE PHILIPPE L 权利人:MERCK & CO INC 摘要:Disclosed is a chiral, total synthesis of thienamycin from D-glucose which proceeds via intermediates I, II and III to known aldehyde IV which is known to be useful in the total synthesis of thienamycin (V): ##STR1## wherein: R is lower alkyl having 1-6 carbon atoms or bi-valent alkyl having 2-6 carbon atoms which joins the two sulfur atoms; R 1 is lower alkyl or aralkyl, such as benzyl and the like; and R 2 is hydrogen or a removable protecting group, such as triorganosilyl wherein the organo groups are independently selected from lower alkyl, phenyl and phenylloweralkyl.
专利号:WO-2008115912-A1 优先权日:2007-03-21 标题:Regio-specific synthesis of 4-bromo-3-methyl-5-propoxy-thiophene-2-carboxylic acid 发明人:KUBIAK GREGORY G; LYTHGOE DAVID J; YU YONG 权利人:SANOFI AVENTIS; KUBIAK GREGORY G; LYTHGOE DAVID J; YU YONG 摘要:This invention is directed to a five step regio-specific synthesis of 4-bromo-3-methyl-5-propoxy-thiophene-2-carboxylic acid compound of formula 16 comprising the steps of acetalating 3-methyl-thiophene-2-carbaldehyde in an alcohol solvent; iodinating the acetalated 3-methyl-thiophene-2-carbaldehyde in an non-protic polar or hydrocarbon solvent to yield the corresponding iodinated and acetalated 3-methyl-thiophene-2-carbaldehyde product; treating the iodinated and acetalated product with water to yield the corresponding 5-iodo-3-methyl-thiophene-2-carbaldehyde; oxidizing the 5-iodo-3-methyl-thiophene-2-carbaldehyde to the corresponding 5-iodo-3-methyl-thiophene-2-carboxylic acid in ketone solvent; Ullmann coupling of the 5-iodo-3-methyl-thiophene-2-carboxylic acid with alkali metal propoxide salt using a copper catalyst in propanol to yield 3-methyl-5-propoxy-thiophene-2-carboxylic acid; esterifying 3-methyl-5-propoxy-thiophene-2-carboxylic acid to yield the corresponding alkyl 3-methyl-5-propoxy-thiophene-2-carboxylate; brominating the 3-methyl-5-propoxy-thiophene-2-carboxylic acid to yield the corresponding alkyl 4-bromo-3-methyl-5-propoxy-thiophene-2-carboxylate; and basic hydrolyzing the alkyl 4-bromo-3-methyl-5-propoxy-thiophene-2-carboxylate with base to yield 4-bromo-3-methyl-5-propoxy-thiophene-2-carboxylic acid.
专利号:WO-2012100419-A1 优先权日:2011-01-26 标 题 :Process for synthesis of 3-(n,n-disubstituted-amino)-2- substituted acrylate 发明人:GU HAINING; LI XIAOLING; ZHANG PENGFEI; ZHANG XIKUN; CHEN LIANG 权利人:HANGZHOU GREAT FOREST BIOMEDICAL LTD; GU HAINING; LI XIAOLING; ZHANG PENGFEI; ZHANG XIKUN; CHEN LIANG 摘要:Disclosed is a process for synthesis of 3-(N,N-disubstituted-amino)-2-substituted acrylate, which comprises carrying out amine-substitution reaction and elimination reaction for 2-substituted formylacetate alkali metal salt represented by formula (III) and amine complex represented by formula (II) in organic solvent 1 to obtain 3-(N,N-disubstituted-amino)-2-substituted acrylate represented by formula (I). The process uses N,N-disubstituted amine and carbon dioxide, or a liquid complex obtained by N,N-disubstituted amine and carbon dioxide as raw material, thereby it doesn't produce a side product influencing environment. The process has the advantages of reacting simply and operating easily.
专利号:US-3781324-A 优先权日:1969-11-03 标 题:Certain 6-trifluoromethylcytosines and thiocytosines,their synthesis,and their use in the synthesis of uracils and thiouracils 发明人:LUTZ A 权利人:AMERICAN CYANAMID CO 摘要:3-AMINO-2-SUBSTITUTED - 4,4,4 - TRIFLUORO-2-BUTENENITRILES ARE REACTED WITH ISOCYANATES OR ISOTHIOCYANATES IN THE PRESENCE OF AN INERT SOLVENT AND FROM 0.75 TO ABOUT 1.0 MOLE EQUIVALENTS OF STRONG BASE PER MOLE OF BUTENENITRILE TO PRODUCE THE NOVEL UREIDO BUTENENITRILES OF THE FORMULA: CF3-C(-NH-C(=X)-NH-R)=C(-HALO)-CN WHEREIN R IS ALKYL, ALKENYL, PHENYL, BENZYL AND SUBSTITUTED DERIVATIVES THEREOF AND X IS SULFUR OR OXYGEN. THE UREIDO BUTENENITRILE ARE TREATED WITH ADDITIONAL BASE TO PRODUCE NOVEL CYCLIC CYTOSINES OF THE FORMULA: 6-CF3,5-HALO,4-(HN=),3-R,2-(X=)-1,2,3,4-TETRAHYDRO- PYRIMIDINE WHEREIN R AND X ARE AS DEFINED ABOVE. THE CYTOSINES CAN BE PRODUCED DIRECTLY BY TREATING 3-AMINO-2-SUBSTITUTED4,4,4-TRIFLUORO-2-BUTENENITRILE WITH AT LEAST 1.0 MOLE EQUIVALENT OF BASE. THE NOVEL COMPOUNDS ARE USEFUL INTERMEDIATES IN THE PREPARATION OF HERBICIDAL URACILS AND THIOURACILS.