(4R)-2-chloro-[1,3,2]dioxaphospholane-4r,5t-dicarboxylic acid dimethyl ester | 150520-29-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (4R)-2-chloro-[1,3,2]dioxaphospholane-4r,5t-dicarboxylic acid dimethyl ester
• 英文别名: O²,O³-chlorophosphanediyl-L_g-tartaric acid dimethyl ester；dimethyl (4R,5R)-2-chloro-1,3,2-dioxaphospholane-4,5-dicarboxylate
• CAS: 150520-29-9
• 化学式: C₆H₈ClO₆P
• 分子量: 242.553
• InChiKey: VWGZBBVRGDXTQH-QWWZWVQMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (4R)-2-chloro-[1,3,2]dioxaphospholane-4r,5t-dicarboxylic acid dimethyl ester 、 phenyl 4,6-O-benzylidene-β-D-glucopyranoside 在 吡啶 作用下， 以 四氢呋喃 为溶剂， 以56%的产率得到phenyl 4,6-O-benzylidene-2,3-O-bis(4R,5R-dicarbomethoxy-1,3,2-dioxaphospholyl-2)-β-D-glucopyranoside
  参考文献：
  名称：

  New carbohydrate bisphosphites as chiral ligands

  摘要：

  The synthesis of the 2,3-bisphosphite derivatives of phenyl 4,6-O-benzylidene-beta-D-glucopyranoside leads to new chelating ligands. Their rhodium(I) and platinum(II) complexes have been tested as catalysts for the asymmetric hydroformylation of vinyl acetate, allyl acetate and p-methoxystyrene. Good regioselectivity (>90% branched product), but an enantioselectivity of only less than or equal to 36% ee were found under mild reaction conditions (25-40 degrees C, 40-70 bar syngas). (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(97)00622-8
• 作为产物：
  描述：

  D-(-)-酒石酸二甲酯 在 三氯化磷 作用下， 以 1,4-二氧六环 为溶剂， 生成 (4R)-2-chloro-[1,3,2]dioxaphospholane-4r,5t-dicarboxylic acid dimethyl ester
  参考文献：
  名称：

  Stereochemistry of organophosphorus compounds Communication 9. Study of the NMR-1H and32P method of the configuration and conformation of cyclic phosphites based on dimethyl esters of D- and mesotartaric acids

  摘要：

  DOI：

  10.1007/bf00946402

文献信息

• Synthesis and Reactivity of the New Chiral Silylphosphite Esters {(+)-<i>O, O</i>-Dimethyl-L-tartrate}POSiR₃(R₃= Ph₃,^tBuMe₂, Et₃)
  作者：I. Frazer Pickersgill、Paul G. Devitt、Terence P. Kee

  DOI：10.1080/00397919308011261

  日期：1993.6

  The new, chiral silylphosphite compounds (O,O-dimethyl-L-tartrato)POSiR3 (R3 = Ph3, tBuMe2, Et3) have been synthesised and their activity as asymmetric phosphonylating reagents investigated.