CAS: 51096-49-2; S-(-)-2-Benzylamino-1-Phenylethanol

该化合物是有机化合物,其特征是其手性结构,包括苯基氨基组和苯基乙醇混合物,该化合物一般因其形态和纯度而呈现无色的黄色液体或固态,因其在药物和不对称合成中的潜在应用和手性辅助作用而闻名,因为它能够影响反应的立体化学学.一个氨基生物组和一个氢氧基生物组的存在有助于其再活动,使其能够参与各种化学变异,例如矿和酒精反应.此外,该化合物的特性可导致不同的生物活动,使其对药用化学具有兴趣.该化合物在有机溶剂中可溶解,并可能根据pH值和温度在水中表现出不同的溶性.在处理和储存任何化学物质时,应参考安全数据.

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CAS号100-52-7 苯甲醛 | CAS号7568-93-6 2-氨基-1-苯基乙醇 | CAS号96-09-3 氧化苯乙烯 | CAS号100-46-9 苄胺 | CAS号117416-53-2 3-benzyl-5-phen... | CAS号22020-69-5 2,5-diphenyl-4,... | CAS号163799-40-4 2-(Benzylamino)... | CAS号25558-12-7 2-benzylideneam... | CAS号56613-81-1 (|S|)-2-氨基-1-苯乙醇 | CAS号117416-53-2 3-benzyl-5-phen... | CAS号75626-12-9 4-苯基-1,2,3,4-四氢...

合成工艺路线路线简述

  • 合成目标产物 (S)-(+)-2-Benzylamino-1-Phenylethanol 主要起始原料 (S)-Styrene Oxide And Benzylamine
  • (文献来源)合成步骤主要原料 (S)-Styrene Oxide 和 Benzylamine
(S)-(+)-扁桃酸置于lithium Aluminium Tetrahydride,1-羟基苯并三唑,N,N'-二环己基碳二亚胺,Copper Dichloride体系中,用 四氢呋喃,N,N-二甲基甲酰胺 作为反应溶剂,化学反应 36.5H,反应生成 (S)-(+)-2-苄胺-1-苯乙醇
参考文献:Synthesis Of Chiral Non-Racemic 1,2-Diamines From O-Acetyl Mandelic Acid: Application In Enantioselective Deprotonation Of Epoxides And Diethylzinc Addition To Aldehydes
标题:Synthesis Of Chiral Non-Racemic 1,2-Diamines From O-Acetyl Mandelic Acid: Application In Enantioselective Deprotonation Of Epoxides And Diethylzinc Addition To Aldehydes
摘要:A Variety Of 1,2-Diamines Were Synthesized From Readily Available O-Acetyl Mandelic Acid. These Diamines Were Used In The Synthesis Of Key Intermediates For The Preparation Of (-)-Utenone A And Carbovir Involving Enantioselective Deprotonation Of Epoxides,The Addition Of Et2Zn Catalysed By Some Of These Diamines Was Also Studied And Although Ees Were Not High,Some Interesting Observations Were Made In The Outcome Of The Stereochemistry Of The Product. (C) 2002 Elsevier Science Ltd. All Rights Reserved.
DOI:10.1016/s0040-4020(02)00376-9

海关参考信息

专利信息


专利号:US-6509506-B1
优先权日:1997-05-21
标 题 :Two step synthesis of D- and L- α-amino acids and D- and L- α-amino aldehydes
发明人:SHARPLESS K BARRY; LI GUIGEN
权利人:SCRIPPS RESEARCH INST
摘要:D- and L- α-amino acids and D- and L-α-amino aldehydes are synthesized from olefin substrates in two steps. The first step is a catalyzed asymmetric aminohydroxylation addition reaction to the olefin substrate. The addition reaction is catalyzed by osmium and is co-catalyzed by chiral ligands. The chiral ligands, in addition to being co-catalysts with the osmium, also serve to direct the addition reaction regioselectively and enantioselectively, divalent ligands are preferred over monovalent ligands because of their enhanced regio-and enantio-selectivity. As an oxidant nitrogen source for the addition reaction, either a carbamate or sulfonamide may be employed. If carbamate is employed as an oxidant nitrogen source, the resultant β-hydoxycarbamate is deprotected to yield the corresponding β-hydroxyamine. If sulfonamide is employed as an oxidant nitrogen source, the resultant β-hydroxysulfonamide is deprotected to yield the corresponding β-hydroxyamine. The resultant β-hydroxyamine is then selectively oxidized in a second synthetic step to produce the desired D- and L- α-amino acid or D- and L-α-amino aldehyde.

专利号:US-5994583-A
优先权日:1996-05-22
标 题 :Two step synthesis of D- and L- α-amino acids and D- and L- α-amino-aldehydes
发明人:SHARPLESS K BARRY; LI GUIGEN
权利人:SCRIPPS RESEARCH INST
摘要:D- and L-α-amino acids and D- and L-α-amino aldehydes are synthesized from olefin substrates in two steps. The first step is a catalyzed asymmetric aminohydroxylation addition reaction to the olefin substrate. The addition reaction is catalyzed by osmium and is co-catalyzed by chiral ligands. The chiral ligands, in addition to being co-catalysts with the osmium, also serve to direct the addition reaction regioselectively and enantioselectively. Divalent ligands are preferred over monovalent ligands because of their enhance regio- and enantio-selectivity. As an oxidant nitrogen source for the addition reaction, either a carbamate or sulfonamide may be employed. If carbamate is employed as an oxidant nitrogen source, the resultant β-hydroxycarbamate is deprotected to yield the corresponding β-hydroxyamine. If sulfonamide is employed as an oxidant nitrogen source, the resultant β-hydroxysulfonamide is deprotected to yield the corresponding β-hydroxyamine. The resultant β-hydroxyamine is then selectively oxidized in a second synthetic step to produce the desired D- and L-α-amino acid or D- and L-α-amino aldehyde.

专利号:WO-9744312-A1
优先权日:1996-05-22
标题:TWO STEP SYNTHESIS OF D- AND L- α-AMINO ACIDS AND D- AND L- α-AMINO ALDEHYDES
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合成参考文献


参考文献:10.1055/s-2007-992351
摘要:Gomez Pardo D, Cossy J, Métro T. Stereospecific Rearrangement of β-Amino Alcohols Catalyzed by H2SO4. Synlett. 2007 Oct 19;2007(18):2888–90. doi: 10.1055/s-2007-992351.
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