CAS: 6254-48-4; (2S,3R)-2-Amino-3-Hydroxy-3-Phenylpropanoic Acid

该化合物是氨酸衍生物,其特征是附于麻碱脊椎乙碳的苯基组;该化合物的特征是典型的氨基酸(-OH)和氨基组(-NH2),其典型特征是氨基酸,有助于其极地性质和氢联结潜力;该苯基组增强了其疏水特性,影响其在生物系统中的相互作用. 3-Phenyl-L-serine因其在各种生物化学过程中的作用而闻名,在溶性和再活动方面与标准的氨基酸相比可能具有独特的特性.该化合物可参与丙酸合成,并可作为更为复杂的分子的建筑块.此外,其结构特征可能使其与特定的受体或酶发生相互作用,从而有可能影响代谢途径.与许多氨基酸衍生物一样,其立体化学化学化学衍生物对于生物活动至关重要,其成型是生物相关异构体.

结构式图片

上下游产品

RS,3SR)-2-(2,2-dichloro-acetylamino)-3-hydroxy-3-phenyl-propionic acid(2RS,3SR)-2-(2,2-dichloro-acetylamino)-3-hydroxy-3-phenyl-propionic acid RS,3SR)-3-hydroxy-3-phenyl-2-(2,2,2-trifluoro-acetylamino)-propionic acid(2RS,3SR)-3-hydroxy-3-phenyl-2-(2,2,2-trifluoro-acetylamino)-propionic acid (2S,3R)-3-hydroxy-N-phthaloylphenylalanine methyl ester benzaldehyde (+/-)-methyl (βR)-β-hydroxy-1-phenylalaninate RS,3RS)-2-(2,2-dichloro-acetylamino)-3-hydroxy-3-phenyl-propionic acid(2RS,3RS)-2-(2,2-dichloro-acetylamino)-3-hydroxy-3-phenyl-propionic acid RS,3SR)-2-(2,2-dichloro-acetylamino)-3-hydroxy-3-phenyl-propionic acid(2RS,3SR)-2-(2,2-dichloro-acetylamino)-3-hydroxy-3-phenyl-propionic acid S,3R)-2-(2,2-dichloro-acetylamino)-3-hydroxy-3-phenyl-propionic acid(2S,3R)-2-(2,2-dichloro-acetylamino)-3-hydroxy-3-phenyl-propionic acid

合成工艺路线路线简述

  • 合成目标产物 3-Phenyl-L-Serine 主要起始原料 Benzaldehyde And Glycine
  • (文献来源)合成步骤主要原料 Benzaldehyde 和 Glycine

海关参考信息

专利信息


专利号:US-5789599-A
优先权日:1994-05-06
标题:Aziridine compounds, methods of preparation and reactions thereof
发明人:DAVIS FRANKLIN A; ZHOU PING; REDDY GADDAMPALLY VENKAT
权利人:UNIV DREXEL
摘要:Novel N-sulfinyl-2-carboxyaziridine compounds and novel N-hydrogen-2-hydroxymethylaziridine compounds are provided. The asymmetric synthesis of N-sulfinylaziridines is readily accomplished in high diastereomeric purity and good yield by the Darzens-type reaction of the metal enolate of an α-haloester and an enantiopure sulfinimine. Ring-opening of these aziridines affords α-amino acids and the otherwise difficult to prepare syn-β-hydroxy-α-amino acids, both key structural units found in many bioactive materials. The N-sulfinyl radical may be selectively removed from the novel aziridine compounds by treatment with acid or base. Alternatively, the N-sulfinyl radical may be oxidized to provide the corresponding N-sulfonyl-aziridine, or reduced to form the corresponding 1H-2-hydroxymethylaziridine, either of which may subsequently be ring-opened to provide precursors to bioactive compounds.

专利号:US-4710583-A
优先权日:1985-10-21
标 题:Dipeptides and process
发明人:CHMURNY ALAN B; GROSS AKIVA T; KUPPER ROBERT J; ROBERTS ROWENA L
权利人:GRACE W R & CO
摘要:Synthesis of phenylserine ester (a) via benzaldehyde and glycine ester using serine hydroxymethyltransferase; and (b) via methyl benzoylacetate. Synthesis of hydroxy-aspertame or derivative by enzymatic coupling of phenylserine or derivative with aspertic acid or derivative. Hydrogenation of the coupled product to give as final product aspertame or analog with related processes and products.

专利号:US-4810817-A
优先权日:1985-10-21
标题 :Aspartyl-beta substituted phenylalanine dipeptides
发明人:CHMURNY ALAN B; GROSS AKIVA T; KUPPER ROBERT J; ROBERTS ROWENA L
权利人:GRACE W R & CO
摘要:Synthesis of phenylserine ester (a) via benzaldehyde and glycine ester using serine hydroxymethyltransferase; and (b) via methyl benzoylacetate. Synthesis of hydroxy-aspartame or derivative by enzymatic coupling of phenylserine or derivative with aspartic acid or derivative. Hydrogenation of the coupled product to give as final product aspartame or analog with related processes and products.

专利号:US-4873359-A
优先权日:1985-10-21
标题:Process for preparing as partyl-phenylalanine dipeptides
发明人:CHMURNY ALAN B; GROSS AKIVA T; KUPPER ROBERT J; ROBERTS ROWENA L
权利人:GRACE W R & CO
摘要:Synthesis of phenylserine ester (a) via benzaldehyde and glycine ester using serine hydroxymethyltransferase; and (b) via methyl benzoylacetate. Synthesis of hydroxy-aspartame or derivative by enzymatic coupling of phenylserine or derivative with aspartic acid or derivative. Hydrogenation of the coupled product to give as final product aspartame or analog with related processes and products.

专利号:US-5892038-A
优先权日:1997-12-08
标 题 :Hydroxy-amino acid amides
发明人:DOLLE III ROLAND ELLWOOD; PATEL HITESH K
权利人:PHARMACOPEIA INC
摘要:Compounds of Formula I I are disclosed as inhibitors of plasmepsin and cathepsin D. The compounds are therefore useful to treat diseases such as malaria. In preferred compounds of formula I, Y is the residue of an N-acylated amino acid, a substituted 4-aminoproline or a substituted piperazinealkanoic acid. Intermediates in the solid phase synthesis of compounds of formula I, in which the compounds are attached to a solid support, are also disclosed.

专利号:US-5872262-A
优先权日:1996-11-05
标 题:Hydroxy-amino acid amides
发明人:DOLLE ROLAND ELLWOOD III; JOHNSON THEODORE O JR; TAO SHIWEI
权利人:PHARMACOPEIA INC
摘要:Compounds of Formula I I are disclosed as inhibitors of plasmepsin and cathepsin D. The compounds are therefore useful to treat diseases such as malaria. In preferred compounds of formula I, Y is the residue of an N-acylated amino acid, a substituted 4-aminoproline or a substituted piperazinealkanoic acid. Intermediates in the solid phase synthesis of compounds of formula I, in which the compounds are attached to a solid support, are also disclosed.

供应商参考报价(招募中)

品牌试剂参考报价(招募中)

📌 第三方产品分析报告

✅ COA系统入驻 | 共享模式

合成参考文献


摘要:Parmeggiani, F.; Galman, J. L.; Montgomery, S. L.; Turner, N. J., Science of Synthesis, (2019) , 408.
参考文献:10.1007/bf01388170
摘要:Calmes M, Daunis J. How to build optically active alpha-amino acids. Amino Acids. 1999;16(3-4):215–50. doi: 10.1007/bf01388170.
参考文献:10.1021/bi049791y
摘要:Szebenyi DM, Musayev FN, di Salvo ML, Safo MK, Schirch V. Serine hydroxymethyltransferase: role of glu75 and evidence that serine is cleaved by a retroaldol mechanism. Biochemistry. 2004 Jun 08;43(22):6865–76. doi: 10.1021/bi049791y.
📝 需求与反馈
尽可能描述清楚需求与问题信息
×

通知