methyl (R)-(-)-2-hydroxy-2-methyl-4-(3,4,5-trimethyl-3,6-dioxo-1,4-cyclohexadien-1-yl)butanoate | 70874-20-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: methyl (R)-(-)-2-hydroxy-2-methyl-4-(3,4,5-trimethyl-3,6-dioxo-1,4-cyclohexadien-1-yl)butanoate
• 英文别名: (R)-(+)-methyl 2-hydroxy-2-methyl-4-(3,4,5-trimethyl-3,6-dioxo-1,4-cyclohexadiene-1-yl)butanoate；(R)-(-)-methyl 2-hydroxy-2-methyl-4-(2,4,5-trimethyl-3,6-dioxo-1,4-cyclohexadien-1-yl) butanoate；methyl (2R)-2-hydroxy-2-methyl-4-(2,4,5-trimethyl-3,6-dioxocyclohexa-1,4-dien-1-yl)butanoate
• CAS: 70874-20-3
• 化学式: C₁₅H₂₀O₅
• 分子量: 280.321
• InChiKey: VXEMQTNBAFPICC-OAHLLOKOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  80.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl (R)-(-)-2-hydroxy-2-methyl-4-(3,4,5-trimethyl-3,6-dioxo-1,4-cyclohexadien-1-yl)butanoate 在 sodium hydroxide 、 sodium dithionite 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 64.42h， 生成 (S)-(-)-methyl 6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxylate
  参考文献：
  名称：

  Studies on the total synthesis of (2R, 4'R, 8'R)-.alpha.-tocopherol (vitamin E). Stereospecific cyclizations leading to optically active chromans

  摘要：

  DOI：

  10.1021/jo00325a004
• 作为产物：
  描述：

  methyl (R)-(+)-3,4-dihydro-6-hydroxy-2,5,7,8-tetramethyl-2H-1-benzopyran-2-carboxylate 在 aqueous nitric acid 作用下， 以2,78g (99.5%)的产率得到methyl (R)-(-)-2-hydroxy-2-methyl-4-(3,4,5-trimethyl-3,6-dioxo-1,4-cyclohexadien-1-yl)butanoate
  参考文献：
  名称：

  3,6-Dioxo-1,4-cyclohexadien-1-yl-butandate esters

  摘要：

  将(R)-(+)-3,4-二氢-6-羟基-2,5,7,8-四烷基-2H-1-苯并吡喃-2-羧酸及其衍生物的立体构型反转的过程，形成相应的S-(-)酸和该过程中的中间体。

  公开号：

  US04150050A1

文献信息

• 3,6-Dioxo-1,4-cyclohexadien-1-yl-butandate esters
  申请人：Hoffmann-La Roche Inc.

  公开号：US04150050A1

  公开（公告）日：1979-04-17

  A process for inversion of the stereo configuration of (R)-(+)-3,4-dihydro-6-hydroxy-2,5,7,8-tetraalkyl-2H-1-benzopyran-2-carboxy lic acid and derivatives thereof to form the corresponding S-(-) acid and intermediates in this process.

  将(R)-(+)-3,4-二氢-6-羟基-2,5,7,8-四烷基-2H-1-苯并吡喃-2-羧酸及其衍生物的立体构型反转的过程，形成相应的S-(-)酸和该过程中的中间体。
• Chemical compound containing a superoxide scavenger and an organic nitrate or nitrite moiety
  申请人：Teijin Limited

  公开号：US06346634B1

  公开（公告）日：2002-02-12

  Compounds for use in the treatment of heart disease include a superoxide scavenger and an organic nitrate or nitrite moiety. The compounds can be represented by the formula (A)n(B)m, in which A is a superoxide scavenger, B is an organic nitrate or organic nitrite moiety, and n and m are values between 1 and 8. These compounds do not suffer from the problem of patient tolerance that is associated with the use of conventional agents such as organic nitrates.

  用于治疗心脏疾病的化合物包括超氧化物清除剂和有机硝酸酯或硝酸盐基团。这些化合物可以用公式(A)n(B)m表示，其中A是超氧化物清除剂，B是有机硝酸酯或有机硝酸盐基团，n和m的值在1和8之间。这些化合物不会出现与使用传统药物如有机硝酸酯相关的患者耐受性问题。
• Process for the manufacture of 3,4-dihydro-benzopyran derivatives and starting materials in this process
  申请人：F. HOFFMANN-LA ROCHE & CO. Aktiengesellschaft

  公开号：EP0003221A2

  公开（公告）日：1979-08-08

  The invention is concerned with a novel process for the manufacture of chromane derivatives of the formula wherein R, R1, R2 and R3 are hydrogen or lower alkyl and R4 is lower alkyl. This process comprises reducing a compound of the formula wherein R', R2 and R3 are hydrogen or lower alkyl and R', R4 and R5 are lower alkyl, in a polar solvent in the presence of a base. The invention is further concerned with the novel compounds of formula II which are used as starting materials. The compounds of formula are, inter alia, valuable intermediates in the synthesis of vitamin E.

  本发明涉及一种制造式中 R、R1、R2 和 R3 为氢或低级烷基，R4 为低级烷基的铬烷衍生物的新工艺。 该工艺包括在极性溶剂中，在碱存在下还原式中 R'、R2 和 R3 为氢或低级烷基，R'、R4 和 R5 为低级烷基的化合物。 本发明还涉及用作起始原料的新型式 II 化合物。 除其他外，式化合物是合成维生素 E 的重要中间体。
• US4205001A
  申请人：——

  公开号：US4205001A

  公开（公告）日：1980-05-27
• US4150050A
  申请人：——

  公开号：US4150050A

  公开（公告）日：1979-04-17