D-苯丙氨酸置于lithium Aluminium Tetrahydride,Potassium Carbonate体系中,用 四氢呋喃,乙醇 用作溶剂,化学反应 23.5H,反应生成(R)-4-苄基-2-噁唑烷酮 参考文献:Access Towards Enantiopure α,α-Difluoromethyl Alcohols By Means Of Sulfoxides As Traceless Chiral Auxiliaries 标题:Access Towards Enantiopure α,α-Difluoromethyl Alcohols By Means Of Sulfoxides As Traceless Chiral Auxiliaries 摘要:已开发出一种新的方法,通过亚砜作为无痕手性辅助剂,可以获得高度对映富集的α,α-二氟甲基醇. Doi:10.1039/c8Cc05571H
专利信息
专利号:US-7612210-B2 优先权日:2005-12-05 标题:Process for selective synthesis of enantiomers of substituted 1-(2-amino-1-phenyl-ethyl)-cyclohexanols 发明人:MAHANEY PAIGE ERIN; ANTANE MADELENE MIYOKO; SUN JERRY SHUNNENG 权利人:WYETH CORP 摘要:A process for the enantioselective synthesis of an (S)- or (R)-1-[2-dimethylamino)-1-(methoxyphenyl)ethyl]cyclohexanol and analogues or salt thereof are described. The method involves the steps of (a) reacting an (S) or (R) 4-benzyloxazolidinone with a mixed anhydride of a methyoxyphenylacetic acid under conditions which form a oxazolidinone, (4S)- or (4R)-4-benzyl-3-[methyoxyphenyl]acetyl]-oxazolidin-2-one, (b) treating the (4S)- or (4R)-4-benzyl-3-[(methoxyphenyl)acetyl]-1,3-oxazolidin-2-one with an aprotic amine base and titanium chloride in a chlorinated solvent under conditions which permit formation of the corresponding anion, (c) mixing the corresponding anion with titanium chloride and cylcohexanone under conditions which permit an aldol reaction to form the corresponding (4S)- or (4R)-4-benzyl-3-[(2R)-2-(1-hydroxycyclohexyl)-2-(methoxyphenyl)acetyl]-1,3-oxazolidin-2-one,(d) hydrolyzing the (4S)— or (4R)-4-benzyl-3-[(2R)-2-(1-hydroxycyclohexyl)-2-(methoxyphenyl)acetyl]-1,3-oxazolidin-2-one to form a chiral acid (2S or 2R)-(1-hydroxycyclohexyl)-methoxyphenyl)acetic acid, (e) coupling the chiral phenylacid to a secondary amine to form an amide, and (f) reducing the amide to form an (S) or (R) 1[2-dimethylamino)-1-(methoxyphenyl)ethyl]cyclohexanol or a salt thereof.
专利号:WO-2017033128-A1 优先权日:2015-08-25 标题 :Biphenyl-substitued 4-amino-butyric acid derivatives and their use in the synthesis of nep inhibitors 发明人:HOOK DAVID; KU JIE; ZHOU JIANGUANG 权利人:NOVARTIS AG; HOOK DAVID; KU JIE; ZHOU JIANGUANG 摘要:The invention relates to a novel process, novel process steps and novel intermediates useful in the synthesis of pharmaceutically active compounds, in particular neutral endopeptidase (NEP) inhibitors and prodrugs thereof.
专利号:US-5728827-A 优先权日:1993-07-09 标题 :Process for the synthesis of azetidinones 发明人:THIRUVENGADAM TIRUVETTIPURAM K; MCALLISTER TIMOTHY; TANN CHOU-HONG 权利人:SCHERING CORP 摘要:This invention provides a process for preparing azetidinones useful as intermediates in the synthesis of penems and as hypocholesterolemic agents, particularly for azetidinones substituted in the C-3 and C-4 positions and optionally substituted at the ring nitrogen, comprising reacting a β-(substituted-amino)amide, a β-(substituted-amino)acid ester, or a β-(substituted-amino)thiolcarbonic acid ester with a silylating agent and a cyclizing agent.
专利号:US-6093812-A 优先权日:1991-07-23 标 题 :Process for the stereospecific synthesis of azetidinones 发明人:THIRUVENGADAM TIRUVETTIPURAM K; TANN CHOU-HONG; LEE JUNNING; MCALLISTER TIMOTHY; COLON CESAR; BARTON DEREK H R; BRESLOW RONALD; SUDHAKAR ANANTHA 权利人:SCHERING CORP 摘要:This invention provides an improved process for producing azetidinones. More particularly, this invention provides the steps of producing an trans-azetidinone represented by the formula from a carboxylic acid R2-D-CH2COOH, an aldehyde R1-A-CHO and an amine RNH2, by the steps of: (a1) converting a carboxylic acid to the corresponding acid chloride; (b1) deprotonating a chiral oxazolidinone and treating the resulting anion with the product of step (a1); (c1) enolizing the product of step (b1) and condensing with the aldehyde; (d1) hydrolyzing the product of step (c1); (e1) condensing the product of step (d1) with the amine; and (f1) cyclizing the product of step (e1). Alternatively, the process comprises (a2) enolizing the product of step (b1) and condensing, in the presence of a Lewis acid, with a Schiff's base prepared from the aldehyde and the amine; and (b2) cyclizing the product of step (a2).
专利号:US-7417142-B2 优先权日:2002-03-28 标 题:Chiral porphyrins, chiral metalloporphyrins, and methods for synthesis of the same 发明人:ZHANG X PETER; CHEN YING; GAO GUANG-YAO 权利人:UNIV TENNESSEE RES FOUNDATION 摘要:Novel methods of synthesizing heteroatom-containing chiral porphyrins and chiral metalloporphyrins and the novel chiral porphyrins and chiral metalloporphyrins themselves are disclosed. Metal complexes of the chiral porphyrins are prepared in high yields and shown to be active catalysts for highly enantioselective and diastereoselective cyclopropanation, aziridination, and epoxidation of alkenes under a practical one-pot protocol.
专利号:US-5668164-A 优先权日:1996-07-12 标 题:Process for synthesis of chiral cis-and trans-3-amino-4 substituted pyrrolidine compounds 发明人:MA ZHENKUN; COOPER CURT S; FUNG ANTHONY K L; CHU DANIEL T 权利人:ABBOTT LAB 摘要:Process for preparation of chiral cis-3,4-substituted pyrrolidine compounds having the formulas: ##STR1## and chiral 3,4-trans-substituted pyrrolidine compounds having the formulas: ##STR2## with the assistance of a streochemically directing chiral oxazolidinone moiety having the formula: ##STR3## wherein P, R and R 1 are specifically defined, by sequential reaction of the compound or subsequent intermediates with an a,b-unsaturated add chloride, reaction with N-benzyl-N-(methoxymethyl)trimethyl-silylmethylamine and separating isomers by chromatography, hydrolytic removal of the oxazolidinone moiety, reaction with diphenylphosphoryl azide and triethylamine, and debenzylating; and novel intermediates of the process.