(3S,4S)-N-[(tert-Butyloxy)carbonyl]-4-amino-3-acetoxy-5-phenylpentene | 99113-29-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (3S,4S)-N-[(tert-Butyloxy)carbonyl]-4-amino-3-acetoxy-5-phenylpentene
• 英文别名: [(3S,4S)-4-[(2-methylpropan-2-yl)oxycarbonylamino]-5-phenylpent-1-en-3-yl] acetate
• CAS: 99113-29-8
• 化学式: C₁₈H₂₅NO₄
• 分子量: 319.401
• InChiKey: PNLYSWVIRJKJLY-HOTGVXAUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  23
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (3S,4S)-N-[(tert-Butyloxy)carbonyl]-4-amino-3-acetoxy-5-phenylpentene 在 臭氧 、 三苯基膦 作用下， 生成 (E)-(4S,5S)-4-Acetoxy-5-tert-butoxycarbonylamino-6-phenyl-hex-2-enoic acid tert-butyl ester
  参考文献：
  名称：

  （E）-烯烃二肽等排体的合成

  摘要：

  报道了合成（E）-烯烃二肽等排体的途径。关键步骤涉及衍生自商业氨基酸的烯丙醇的原酸酯克莱森重排。从醇中心向新形成的碳-碳键的手性转移为立体异构体的C末端天冬氨酸“侧链”提供了立体控制的引入。

  DOI：

  10.1016/0040-4039(94)88055-7
• 作为产物：
  描述：

  乙酸酐 、 (3S,4S)-5-[(tert-butoxycarbonyl)amino]-3-hydroxy-5-phenyl-1-pentene 在 吡啶 作用下， 以96%的产率得到(3S,4S)-N-[(tert-Butyloxy)carbonyl]-4-amino-3-acetoxy-5-phenylpentene
  参考文献：
  名称：

  Synthesis of new dipeptide analogs containing novel ketovinyl and hydroxyethylidene isosteres via Grignard addition to chiral .alpha.-amino aldehydes

  摘要：

  DOI：

  10.1021/jo00225a085

文献信息

• Piperidinyl-terminated alkylamino ethynyl alanine amino diol compounds
  申请人：G.D. Searle & Co.

  公开号：US05385898A1

  公开（公告）日：1995-01-31

  Compounds characterized generally as piperidinyl-terminated alkylamino ethynyl alanine amino diol derivatives are useful as renin inhibitors for the treatment of hypertension. Compounds of particular interest are those of Formula I ##STR1## wherein A is selected from CO and SO.sub.2 ; wherein x is selected from oxygen atom and methylene; wherein B is selected from a piperidinyl group, an isoindolyl group and an azabicyclononyl group; wherein R.sub.1 is selected from hydrido, methyl, ethyl, isopropyl and n-propyl; wherein R.sub.2 is phenylmethyl; wherein each of R.sub.3 and R.sub.5 is hydrido; wherein R.sub.4 is selected from ##STR2## wherein V is selected from hydrido and methyl; wherein R.sub.6 is cyclohexylmethyl; wherein R.sub.7 is selected from isobutyl, cyclopropyl and cyclopropylmethyl; wherein q is a number selected from zero through three, inclusive; and wherein n is a number selected from zero through three, inclusive; or a pharmaceutically-acceptable salt thereof.

  通常被描述为以哌啶基-终止的烷基氨基乙炔基丙氨酸氨基二醇衍生物的化合物可用于治疗高血压的肾素抑制剂。特别感兴趣的化合物是公式I中的化合物：其中A从CO和SO.sub.2中选择；其中x从氧原子和亚甲基中选择；其中B从哌啶基，异吲哚基和氮杂双环壬基中选择；其中R.sub.1从氢，甲基，乙基，异丙基和正丙基中选择；其中R.sub.2是苯甲基；其中R.sub.3和R.sub.5中的每一个都是氢；其中R.sub.4从下列中选择：其中V从氢和甲基中选择；其中R.sub.6是环己甲基；其中R.sub.7从异丁基，环丙基和环丙基甲基中选择；其中q是从零到三的数字，包括零和三；其中n是从零到三的数字，包括零和三；或其药学上可接受的盐。
• Alkylaminoalkyl-sulfonyl-terminated Beta-alanineamide amino-diol compounds for treatment of hypertension
  申请人：——

  公开号：US20010011101A1

  公开（公告）日：2001-08-02

  Compounds characterized generally as alkylaminoalkyl-terminated &bgr;-alanineamide amino diol derivatives are useful as renin inhibitors for the treatment of hypertension. Compounds of particular interest are those of the formula 1 wherein n is two or three; wherein x is a number selected from zero, one and two; wherein R 2 is selected from hydrido, methyl, ethyl and phenyl; wherein R 3 is selected from hydrido, cyclohexylmethyl, benzyl, fluorobenzyl, chlorobenzyl, napthylmethyl, fluoronaphthylmethyl and chloronaphthylmethyl; wherein R 5 is methyl; wherein R 7 is cyclohexylmethyl; wherein R 8 is selected from n-propyl, isobutyl, cyclopropyl, cyclopropylmethyl, allyl and vinyl; and wherein each of R 9 and R 10 is a group independently selected from methyl, ethyl and isopropyl; or a pharmaceutically-acceptable salt thereof.

  通常被描述为烷基氨基烷基-终止的β-丙氨酸酰胺氨基二醇衍生物的化合物，可用于治疗高血压的肾素抑制剂。特别感兴趣的化合物是式1中的化合物，其中n为二或三；其中x是从零、一和二中选择的数字；其中R2从氢基、甲基、乙基和苯基中选择；其中R3从氢基、环己基甲基、苄基、氟苄基、氯苄基、萘基甲基、氟萘基甲基和氯萘基甲基中选择；其中R5为甲基；其中R7为环己基甲基；其中R8从正丙基、异丁基、环丙基、环丙基甲基、烯丙基和乙烯中选择；其中R9和R10各自是独立选择的甲基、乙基和异丙基基团；或其药学上可接受的盐。
• Thiazetidinyl-terminated alkylamino ethynyl alanine amino diol compounds
  申请人：G. D. Searle & Co.

  公开号：US05409921A1

  公开（公告）日：1995-04-25

  Compounds characterized generally as thiazetidinyl-terminated alkylamino ethynyl alanine amino diol derivatives are useful as renin inhibitors for the treatment of hypertension. Compounds of particular interest are those of Formula I ##STR1## wherein A is selected from CO and SO.sub.2 ; wherein X is selected from oxygen atom and methylene; wherein B is a thiazetidinyl group; wherein R.sub.1 is selected from hydrido, methyl, ethyl, isopropyl and n-propyl; wherein R.sub.2 is phenylmethyl; wherein each of R.sub.3 and R.sub.5 is hydrido; wherein R.sub.4 is selected from --(CH.sub.2).sub.q --C.tbd.C-V wherein V is selected from hydrido and methyl; wherein R.sub.6 is cyclohexylmethyl; wherein R.sub.7 is selected from isobutyl, cyclopropyl and cyclopropylmethyl; wherein q is a number selected from zero through three, inclusive; and wherein n is a number selected from zero through three, inclusive; or a pharmaceutically-acceptable salt thereof.

  一般特征为噻唑啉基末端的烷基氨基乙炔基丙氨酸氨基二醇衍生物化合物可用于治疗高血压的酶抑制剂。特别感兴趣的化合物是公式I的化合物：其中A从CO和SO.sub.2中选择；其中X从氧原子和亚甲基中选择；其中B是噻唑啉基团；其中R.sub.1从氢基，甲基，乙基，异丙基和正丙基中选择；其中R.sub.2是苯甲基；其中R.sub.3和R.sub.5各自为氢基；其中R.sub.4从--(CH.sub.2).sub.q--C.tbd.C-V中选择，其中V从氢基和甲基中选择；其中R.sub.6是环己基甲基；其中R.sub.7从异丁基，环丙基和环丙基甲基中选择；其中q是从零到三的数字，包括零和三；并且n是从零到三的数字，包括零和三；或其药学上可接受的盐。
• Benzo-fused oxazobicyclo terminated alkylamino ethynyl alanine amino
  申请人：G. D. Searle & Co.

  公开号：US05409924A1

  公开（公告）日：1995-04-25

  Compounds characterized generally as benzo-fused oxazobicyclo-terminated alkylamino ethynyl alanine amino diol derivatives are useful as renin inhibitors for the treatment of hypertension. Compounds of particular interest are those of Formula I ##STR1## wherein A is selected from CO and SO.sub.2 ; wherein X is selected from oxygen atom and methylene; wherein B is a benzo-fused oxazobicyclo group; wherein R.sub.1 is selected from hydrido, methyl, ethyl, isopropyl and n-propyl; wherein R.sub.2 is phenylmethyl; wherein each of R.sub.3 and R.sub.5 is hydrido; wherein R.sub.4 is selected from ##STR2## wherein V is selected from hydrido and methyl; wherein R.sub.6 is cyclohexylmethyl; wherein R.sub.7 is selected from isobutyl, cyclopropyl and cyclopropylmethyl; wherein q is a number selected from zero through three, inclusive; and wherein n is a number selected from zero through three, inclusive; or a pharmaceutically-acceptable salt thereof.

  一般特征为苯并噁唑双环末端烷基氨基乙炔丙氨酸氨基二醇衍生物的化合物可用于治疗高血压的肾素抑制剂。 特别感兴趣的化合物是I式化合物，其中A从CO和SO.sub.2中选择; X从氧原子和亚甲基中选择; B是苯并噁唑双环基团; R.sub.1从氢，甲基，乙基，异丙基和正丙基中选择; R.sub.2是苯甲基; R.sub.3和R.sub.5均为氢; R.sub.4从中选择##STR2##其中V从氢和甲基中选择; R.sub.6是环己基甲基; R.sub.7从异丁基，环丙基和环丙基甲基中选择; q是从零到三的数字，包括零和三; n是从零到三的数字，包括零和三; 或其药学上可接受的盐。
• Benzyo-fused thiazolidinyl terminated alkylamino ethylnyl alanine amino
  申请人：G. D. Searle & Co.

  公开号：US05409945A1

  公开（公告）日：1995-04-25

  Compounds characterized generally as benzo-fused thiazolidinyl-terminated alkylamino ethynyl alanine amino diol derivatives are useful as renin inhibitors for the treatment of hypertension. Compounds of particular interest are those of Formula I ##STR1## wherein A is selected from CO and SO.sub.2 ; wherein X is selected from oxygen atom and methylene; wherein B is a benzo-fused thiazolidinyl group; wherein R.sub.1 is selected from hydrido, methyl, ethyl, isopropyl and n-propyl; wherein R.sub.2 is phenylmethyl; wherein each of R.sub.3 and R.sub.5 is hydrido; wherein R.sub.4 is selected from --(CH.sub.2).sub.q --C.tbd.C-V wherein V is selected from hydrido and methyl; wherein R.sub.6 is cyclohexylmethyl; wherein R.sub.7 is selected from isobutyl, cyclopropyl and cyclopropylmethyl; wherein q is a number selected from zero through three, inclusive; and wherein n is a number selected from zero through three, inclusive; or a pharmaceutically-acceptable salt thereof.

  一般被描述为苯并噻唑啉基末端的烷基氨基乙炔丙氨酸氨基二醇衍生物的化合物可用于治疗高血压的肾素抑制剂。特别感兴趣的化合物是式I的化合物：其中A从CO和SO.sub.2中选择；其中X从氧原子和亚甲基中选择；其中B是苯并噻唑啉基团；其中R.sub.1从氢，甲基，乙基，异丙基和正丙基中选择；其中R.sub.2是苯甲基；其中R.sub.3和R.sub.5中的每一个是氢；其中R.sub.4从--(CH.sub.2).sub.q--C.tbd.C-V中选择，其中V从氢和甲基中选择；其中R.sub.6是环己基甲基；其中R.sub.7从异丁基，环丙基和环丙基甲基中选择；其中q是从零到三的数字，包括；其中n是从零到三的数字，包括；或其药学可接受的盐。