CAS: 59995-64-1; (5R,6S)-3-(2-Aminoethylsulfanyl)-6-[(1R)-1-Hydroxyethyl]-7-Oxo-1-Azabicyclo[3.2.0]Hept-2-Ene-2-Carboxylic Acid

上下游产品

carbonyl>amino>ethyl>thio>-6-carbapen-2-em-3-carboxylatep-nitrobenzyl (5R,6S)-2-2-(p-nitrobenzyl)oxycarbonylaminoethylthio-6-(R)-1-hydroxyethylcarbapen-2-em-3-carboxylate formamidine acetic acid imipenem ethane-1,2-dithiol1-methyl-2-pyridone 23H25N3O4SC23H25N3O4S carbonyl>thienamycin lithium saltN-(p-nitrobenzyl)oxycarbonylthienamycin lithium salt carbonyl>amino>ethyl>thio>-6-carbapen-2-em-3-carboxylatep-nitrobenzyl (5R,6S)-2-2-(p-nitrobenzyl)oxycarbonylaminoethylthio-6-(R)-1-hydroxyethylcarbapen-2-em-3-carboxylate

📜(3S,4S)-3-<(S)-1-Hydroxyethyl>-1-P-Methoxyphenyl-4-Styrylazetidin-2-One置于盐酸,甲酸,Jones Reagent,Ammonium Cerium(Iv) Nitrate,二甲基硫,对甲苯磺酸,臭氧,三苯基膦,Zinc(II) Chloride,偶氮二甲酸二乙酯体系中,用 甲醇,二氯甲烷,水,溶剂黄146,异丙醇 作为反应溶剂,化学反应 96.0H,反应生成 硫霉素
参考文献:对碳青霉烯类抗生素的对映选择性方法:(+)-噻吩霉素的正式合成
标题:对碳青霉烯类抗生素的对映选择性方法:(+)-噻吩霉素的正式合成
摘要:描述了在噻吩霉素(15)和上皮霉素-C(16)的合成中中间体的对映选择性合成.
DOI:10.1016/s0040-4039(01)80868-6

专利信息

专利号:US-2024035023-A1
优先权日:2022-06-24
标题 :Computer implemented method for engineering fluorinase enzymes for synthesis of fluorophenyl compounds
发明人：R PRAVIN KUMAR; G GLADSTONE SIGAMANI; L ROOPA; B K NAVEEN; SHETTY ANUJ J; M LIKITH
权利人:KCAT ENZYMATIC PRIVATE LTD
摘要:The present invention discloses a computer-implemented method for engineering fluorinase enzymes towards the synthesis of fluorophenyl compounds. Limited or no mechanistic details of fluorinase enzymes have hindered progress in understanding their catalytic mechanisms for synthesizing synthetic organofluorine compounds. Through a comprehensive computational screening process, specific methionine-sulfonium phenyl substrates, including [(3S)-3-amino-3-carboxypropyl][2,5-difluoro-4-(4-methoxy-2,4-dioxobutyl)phenyl]methylsulfonium, were designed and optimized using quantum chemical optimization techniques. This methodology uncovers crucial information on F— ion attack conformation and the catalytic mechanism of the substrate, leading to the formation of Methyl 3-oxo-4-(2,4,5-trifluorophenyl)butanoate. Furthermore, a protein sequence and 3D modeling-based enzyme screening process was employed to identify the most suitable enzyme for this substrate. The identified enzyme was then engineered using the mechanistic insights gained from the studies, resulting in improved substrate scope, stability and catalytic efficiency. This computer-based approach offers an efficient and precise alternative to traditional trial-and-error methods, advancing the field towards the successful synthesis fluorophenyl compounds.

专利号:US-5145957-A
优先权日:1988-03-18
标 题:Stereoselective synthesis of a chiral cis 3-beta hydrogen (3R) 4-aroyloxy azetidinone
发明人：TSCHAEN DAVID M; LYNCH JOSEPH E; LASWELL WILLIAM L; VOLANTE RALPH P; SHINKAI ICHIRO
权利人:MERCK & CO INC
摘要:A process is described for the stereocontrolled synthesis of (3R,4R)-3-[(1R)-1-hydroxyethyl]-4-benzoyloxyazetidin-2-ones and their derivatives by cycloaddition involving an imine and a ketone, generated from 3(S)-hydroxybutyrate which are useful intermediates in the synthesis of carbapenem antibiotics.

专利号:US-4287123-A
优先权日:1980-01-14
标题 :Synthesis of thienamycin via (3SR, 4RS)-3-((RS)-1-acyloxyethyl)-2-oxo-4-azetidineacetate
发明人：LIU THOMAS M H; MELILLO DAVID G; RYAN KENNETH M; SHINKAI ICHIRO; SLETZINGER MEYER
权利人:MERCK & CO INC
摘要:Disclosed is a process for the stereocontrolled total synthesis of thienamycin, which synthesis proceeds via intermediate II: II wherein R is a readily removable carboxyl protecting group; and is a readily removable acyl group.

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-4282148-A
优先权日:1980-01-14
标 题:Synthesis of thienamycin via esters of (3SR, 4RS)-3-[(SR)-1-hydroxyethyl]-β,2-dioxo-4-azetidinebutanoic acid
发明人：LIU THOMAS M H; MELILLO DAVID G; RYAN KENNETH M; SHINKAI ICHIRO; SLETZINGER MEYER
权利人:MERCK & CO INC
摘要:Disclosed is a process for the stereocontrolled total synthesis of thienamycin, which synthesis proceeds via intermediate II: II wherein R3 is a readily removable carboxyl protecting group.

专利号:US-4414155-A
优先权日:1980-01-14
标题 :Synthesis of thienamycin via esters of (3SR, 4RS)-3-[(SR)-1-hydroxyethyl]-β,2-dioxo-4-azetidinebutanoic acid
发明人：LIU THOMAS M H; MELILLO DAVID G; RYAN KENNETH M; SHINKAI ICHIRO; SLETZINGER MEYER
权利人:MERCK & CO INC
摘要:Disclosed is a process for the stereocontrolled total synthesis of thienamycin, which synthesis proceeds via intermediate II: II wherein R3 is a readily removable carboxyl protecting group.