CAS: 104872-06-2; (3S,4S)-3-Hexyl-4-((R)-2-Hydroxytridecyl)Oxetan-2-One

上下游产品

tetrahydroesterastin (2S,3S,5S)-5-(benzyloxy)-2-hexyl-3-hydroxyhexadecanoic acid (3S,4S,2'S)-3-hexyl-4-(2'-benzyloxytridec-1'-yl)oxetan-2-one methyl>dodecyl ester(R,S)-N-acetylasparagine (S)-1-(2S,3S)-3-hexyl-4-oxo-2-oxetanylmethyldodecyl ester (S,E)-Henicos-7-en-10-ol Orlistat methyl>dodecyl ester(S)-N-(benzyloxycarbonyl)asparagine (S)-1-(2S,3S)-3-hexyl-4-oxo-2-oxetanylmethyldodecyl ester N-[(phenylmethoxy)carbonyl]-L-leucine (1S)-1-[[(2S,3S)-3-hexyl-4-oxo-2-oxetanyl]methyl]dodecyl ester

📜1-碘己烷置于palladium On Activated Charcoal 吡啶,氢氧化钾,氢气,苯磺酰氯,Lithium Diisopropyl Amide体系中,用 乙醇,乙酸乙酯 用作溶剂,化学反应 9.33H,反应生成(3S,4S)-3-己基-4-[(2R)-2-羟基十三烷基]-2-氧杂环丁酮
参考文献:Total Synthesis Of (-)-Tetrahydrolipstatin
标题:Total Synthesis Of (-)-Tetrahydrolipstatin
摘要:The Total Synthesis Of (-)-Tetrahydrolipstatin Utilizing Two Approaches Is Described. In The First,L-Malic Acid Was Used As A Chiral Template To Obtain Enantiomerically Pure (R)-3-(Benzyloxy)-Tetradecanal (11) Which Was Chain-Extended Using 1-(Trimethylsilyl)-2-Nonene And A Lewis Acid. This Advanced Intermediate Was Further Elaborated To The Target Compound In Good Overall Yield. The Second Approach Utilized Lauraldehyde As A Starting Material And Capitalizes On An Asymmetric Allylboronation (91 % Ee). The Product Could Be Obtained Enantiomerically Pure By Conversion To The (R)-Acetoxymandelate Ester And Hydrolysis. Oxidative Cleavage Of The Terminal Double Bond Led To 11 Which Was Further Extended Using 1,3-And 1,2-Asymmetric Induction Based On Existing Neighboring Chirality. The Synthesis Of Tetrahydrolipstatin Using The Second Approach Comprises Seven Steps From 11 And Proceeds In 38 % Overall Yield.
Doi:10.1021/jo00079A022

专利信息

专利号:US-8124794-B2
优先权日:2002-04-17
标题:Method for the asymmetric synthesis of beta-lactone compounds
发明人：SMITH JEFFREY W; AXELROD FUMIKO; KRIDEL STEVEN J; ROMO DANIEL; PUROHIT VIKRAM; MA GIL
权利人:SMITH JEFFREY W; AXELROD FUMIKO; KRIDEL STEVEN J; ROMO DANIEL; PUROHIT VIKRAM; MA GIL; SANFORD BURNHAM MED RES INST
摘要:The present invention features methods of treating a cancer in a subject by administering an effective amount of a beta-lactone to the subject. The invention also features methods of inhibiting angiogenesis in a subject by administering an effective amount of an inhibitor of fatty acid synthase to the subject. These methods can be used to treat a variety of cancers and other diseases and conditions. The invention also features methods of identifying beta-lactones and other compounds that can be used in the methods of the invention for the treatment of tumors, inhibition of angiogenesis, and the treatment of diseases and conditions that involve pathological angiogenesis. The invention also features methods of synthesizing beta-lactones and features novel beta-lactone compounds.

专利号:US-5902886-A
优先权日:1997-01-23
标题 :Method for synthesizing oxetan-2-ones and intermediates for their preparation
发明人：SCHICK HANS; WEDLER CHRISTINE
摘要:A method is described for the synthesis of oxetan-2-ones comprising protection of the hydroxy group of an hydroxy ester with an acid-labile acetal protecting group, reduction of this O-protected hydroxy ester to an O-protected hydroxy aldehyde, condensation of this aldehyde with a metal enolate of an activated carboxylic acid derivative and spontaneous deprotection of the hydroxy group during the acidic workup procedure. Using the new O-protected hydroxy aldehydes as intermediates the oxetan-2-ones can be obtained after separation in diastereomerically and enantiomerically pure form, in a remarkably reduced number of steps, and in a significantly improved overall yield.

专利号:US-2006258620-A1
优先权日:2002-04-17
标 题:Novel method for the asymmetric synthesis of beta-lactone compounds

专利号:US-7728153-B2
优先权日:2002-04-17
标题 :Method for the asymmetric synthesis of beta-lactone compounds

专利号:US-2010173982-A1
优先权日:2002-04-17
标题:Novel method for the asymmetric synthesis of beta-lactone compounds