2-Methoxy-2-(triphenyl-lambda5-phosphanylidene)acetaldehyde | 2943-27-3

• 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: 2-Methoxy-2-(triphenyl-lambda5-phosphanylidene)acetaldehyde
• 英文别名: 2-methoxy-2-(triphenyl-λ5-phosphanylidene)acetaldehyde
• CAS: 2943-27-3
• 化学式: C₂₁H₁₉O₂P
• 分子量: 334.354
• InChiKey: LHQIVPZNXOWFGU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (2S,6R)-2-methoxy-6-methyl-5,6-dihydro-2H-pyran 、 2-Methoxy-2-(triphenyl-lambda5-phosphanylidene)acetaldehyde 生成 (7R)-7-hydroxy-octa-2,4-dienoic acid methyl ester
  参考文献：
  名称：

  Carbonolide B 的 C-9–C-16 片段的立体特异性合成，Carbomycin B 的苷元

  摘要：

  (R)-7-羟基-(2E,4E)-辛二烯酸甲酯 (9) 及其 (2E,4Z)-异构体 (16) 的立体特异性合成路线，前者可以是 16 元的有用化学前体讨论了卡霉素 B (carbonolide B) 的 -环苷元。化合物 9 对应于其 C-9-C-16 片段，是从甲基 2-脱氧-α-D-阿拉伯酮-吡喃己糖苷 (2) 开始合成的。脱氧糖 2 通过 4,6-二氯-2,4,6-三脱氧-α-D-lyxo-hexopyranoside 衍生物转化为掩蔽的 2,4,6-trideoxy-D-threo-hexopyranose (6)。6 用对甲苯磺酰氯和三乙胺处理得到 3-O-乙酰基-1,5-脱水-2,4,6-三脱氧-D-threo-hex-1-enitol，它与乙酸汞（II）反应转化为 (R)-5-羟基-(2E)-己烯醛 (8)。8 与 Wittig 试剂反应得到 (2E,4E)-异构体 9。

  DOI：

  10.1246/bcsj.51.3035

文献信息

• Novel non-natural C-linked carbo-beta-peptides with robust secondary structures
  申请人：COUNCIL OF SCIENTIFIC AND INDUSTRIAL RESEARCH

  公开号：US20040192885A1

  公开（公告）日：2004-09-30

  This invention relates to Novel nonnatural C-linked carbo-&bgr;-peptides with robust secondary structures, which comprises the synthesis of a new class of &bgr;-peptides called C-linked carbo-&bgr;-peptides, most of which are favorably disposed for the formation of stable helical structures. 1 n=0, 1, 2, 3 . . . R=H, Boc, Cbz, Fmoc, acetyl or salts such as HCl, TFA and others R 1 =—O alkyl, —O-aralkyl, -amine, alkylamine, aryalkyl maine R 2 =R 3 =R 4 =R 5 =H R 2 =sugar or hydroxy alkyl, amino alkyl/thioalkyl, R 3 =R 4 =R 5 =H R 3 =sugar or hydroxy alkyl, amino alkyl/thioalkyl, R 2 =R 4 =R 5 =H R 4 =sugar or hydroxy alkyl, amino alkyl/thioalkyl, R 2 =R 3 =R 5 =H R 5 =sugar or hydroxy alkyl, amino alkyl/thioalkyl, R 2 =R 3 =R 4 =H R 2 =R 4 =sugar or hydroxy alkyl, amino alkyl/thioalkyl, R 3 =R 5 =H R 3 =R 5 =sugar or hydroxy alkyl, amino alkyl/thioalkyl, R 2 =R 4 =H R 2 =R 5 =sugar or hydroxy alkyl, amino alkyl/thioalkyl, R 3 =R 4 =H R 3 =R 4 =sugar or hydroxy alkyl, amino alkyl/thioalkyl, R 2 =R 5 =H R 2 =R 3 =sugar or hydroxy alkyl, amino alkyl/thioalkyl, R 4 =R 5 =H R 4 =R 5 sugar or hydroxy alkyl, amino alkyl/thioalkyl, R 2 =R 3 =H Sugars can be monosaccharide pentoses such as D-xylo, D-ribo, D-lyxo, D-ara or the L-sugars such as L-xyl, L-rib, L-lyxo, L-ara in furanoside or pyranoside form; hexoses such as D and L-glc, D and L-gal, D and L-man, D and L-gul, D and L-all, etc. in furanoside/pyranoside form; disaccharides such as lactose, maltose, cellobiose etc.; filly protected as acetates, benzoates, allyl or aralkyl ethers, alkylidene dioxolane derivatives, thio derivatives or totally unprotected sugars, D and L sugars in furanoside/pyranoside form having heterocyclic bases such as adenine, guanine, thymidine, cytosine or unnatural bases or heterocyclics having one or more than one heteroatoms such as O/N/S both in 5 and 6 membered rings, deoxy sugars/amino sugars natural/non-natural, rare sugars and higher sugars, bifunctional sugar amino acids.

  本发明涉及具有稳固二级结构的新型非天然C-连接碳水化合物-&bgr;-肽，包括合成一类称为C-连接碳水化合物-&bgr;-肽的新&bgr;-肽，其中大多数有利于形成稳定的螺旋结构。 1 n=0, 1, 2, 3 . R=H、Boc、Cbz、Fmoc、乙酰基或盐如 HCl、TFA 及其他 R 1 &等价物；-O 烷基、-O-芳烷基、-胺、烷基胺、芳烷基主碱 R 2 等价于;R 3 等价；R 4 等于;R 5 等价于;H R 2 等价于;糖或羟基烷基、氨基烷基/硫代烷基、R 3 等价于;R 4 等价于;R 5 等价于;H R 3 等价于;糖或羟基烷基、氨基烷基/硫代烷基、R 2 等价于;R 4 等价于;R 5 等价于;H R 4 等价于;糖或羟基烷基、氨基烷基/硫代烷基、R 2 等价于;R 3 等价于;R 5 等价于;H R 5 等价于;糖或羟基烷基、氨基烷基/硫代烷基、R 2 等价于;R 3 等价于;R 4 等价于;H R 2 等价于;R 4 等价于;糖或羟基烷基、氨基烷基/硫代烷基、R 3 等价于;R 5 等价于;H R 3 等价于;R 5 等价于;糖或羟基烷基、氨基烷基/硫代烷基、R 2 等价于;R 4 等价于;H R 2 等价于;R 5 等价于;糖或羟基烷基、氨基烷基/硫代烷基、R 3 等价于;R 4 等价于;H R 3 等价于;R 4 等价于;糖或羟基烷基、氨基烷基/硫代烷基、R 2 等价于;R 5 等价于;H R 2 等价于;R 3 等价于;糖或羟基烷基、氨基烷基/硫代烷基、R 4 等价于;R 5 等价于;H R 4 等价于;R 5 糖或羟基烷基、氨基烷基/硫代烷基、R 2 等价;R 3 等同于;H 糖可以是呋喃糖苷或吡喃糖苷形式的单糖五糖，如 D-xylo、D-ribo、D-lyxo、D-ara 或 L-糖，如 L-xyl、L-rib、L-lyxo、L-ara；也可以是呋喃糖苷或吡喃糖苷形式的六糖，如 D 和 L-glc、D 和 L-gal、D 和 L-man、D 和 L-gul、D 和 L-all 等。以呋喃糖苷/吡喃糖苷形式存在的六糖，如乳糖、麦芽糖、纤维二糖等。;作为醋酸盐、苯甲酸盐、烯丙基醚或芳烷基醚、亚烷基二氧戊环衍生物、硫代衍生物或完全未 受保护的糖、呋喃糖苷/吡喃糖苷形式的 D 和 L-糖，具有杂环碱基，如腺嘌呤、鸟嘌呤、胸腺嘧啶、胞嘧啶等、具有杂环基（如腺嘌呤、胸腺嘧啶、胞嘧啶）的呋喃糖苷/吡喃糖苷形式的 D 和 L 糖，或具有一个或一个以上杂原子（如 5 个和 6 个成员环中的 O/N/S）的非天然碱基或杂环，天然/非天然脱氧糖/氨基糖，稀有糖和高级糖，双功能糖氨基酸。
• Leonard, John; Mohialdin, Soad; Swain, Philip, Synthetic Communications, 1989, vol. 19, # 20, p. 3529 - 3534
  作者：Leonard, John、Mohialdin, Soad、Swain, Philip

  DOI：——

  日期：——
• NONNATURAL C-LINKED CARBO-BETA-PEPTIDES WITH ROBUST SECONDARY STRUCTURES
  申请人：COUNCIL OF SCIENTIFIC AND INDUSTRIAL RESEARCH

  公开号：EP1701975A1

  公开（公告）日：2006-09-20
• US7001982B2
  申请人：——

  公开号：US7001982B2

  公开（公告）日：2006-02-21
• [EN] NONNATURAL C-LINKED CARBO-beta-PEPTIDES WITH ROBUST SECONDARY STRUCTURES<br/>[FR] CARBO- DOLLAR G(B)-PEPTIDES A LIAISON C NON NATURELS A STRUCTURES SECONDAIRES ROBUSTES
  申请人：COUNCIL SCIENT IND RES

  公开号：WO2005063797A1

  公开（公告）日：2005-07-14

  The present invention provides novel nonnatural C-linked carbo-β-peptides with robust secondary structures, which comprises the synthesis of a new class of β-peptides called C-linked carbo-β-peptides, most of which are favorably disposed for the formation of stable helical structures. Formula (I): wherein n= 0, 1, 2, 3 . . .; R= H, Boc, Cbz, Fmoc, acetyl or salts such as HC1, TFA and others; R1 = -O alkyl, -O-aralkyl, -amine, alkylamine, aryalkyl maine; R2 = R3 = R4 = R5 = H; R2 = sugar or hydroxy alkyl, amino alkyl/thioalkyl, R3 = R4 = R5 = H; R3 = sugar or hydroxy alkyl, amino alkyl/thioalkyl, R2 = R4 = R5 = H; R4 = sugar or hydroxy alkyl, amino alkyl/thioalkyl, R2 = R3 = R5 = H; R5 = sugar or hydroxy alkyl, amino alkyl/thioalkyl, R2 = R3 = R4 = H; R2 = R4 = sugar or hydroxy alkyl, amino alkyl/thioalkyl, R3 = R5 = H; R3 = R5 = sugar or hydroxyl alkyl, amino alkyl/thioalkyl, R2 = R4 = H; R2 = R5 = sugar or hydroxy alkyl, amino alkyl/thioalkyl, R3 = R4 = H; R3 = R4 = sugar or hydroxyl alkyl, amino alkyl/thioalkyl, R2 = R5 = H; R2 = R3 = sugar or hydroxy alkyl, amino alkyl/thioalkyl, R4 = R5 = H; R4 = R5 = sugar or hydroxy alkyl, amino alkyl/thioalkyl, R2 = R3 = H.