trimethyl-[[(3S,4R)-3-trimethylsilyloxy-3,4-dihydro-2H-pyran-4-yl]oxy]silane | 116501-57-6

• 分子结构分类: 有机化合物 - 有机金属化合物
• 英文名称: trimethyl-[[(3S,4R)-3-trimethylsilyloxy-3,4-dihydro-2H-pyran-4-yl]oxy]silane
• CAS: 116501-57-6
• 化学式: C₁₁H₂₄O₃Si₂
• 分子量: 260.481
• InChiKey: CBBOIPWBBCFYPK-MNOVXSKESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.97
• 重原子数：
  16.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  27.69
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  trimethyl-[[(3S,4R)-3-trimethylsilyloxy-3,4-dihydro-2H-pyran-4-yl]oxy]silane 在 盐酸 、 ruthenium(IV) oxide 、 sodium periodate 、 萘 、 苄基三乙基氯化铵 、 sodium 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 四氯化碳 、 乙二醇二甲醚 、 水 、 乙腈 为溶剂， 反应 8.42h， 生成 (1R,2R,6S)-2-methoxy-3-oxa-7-azabicyclo[4.2.0]octane-5,8-dione
  参考文献：
  名称：

  Formation of β-lactams fused to the pyranoid ring via the Mitsunobu reaction

  摘要：

  N-Tosyl-2-C-carbamoyl glycosides having the alpha-L-arabino- and beta-D-xylo- configuration form under Mitsunobu conditions 2-C:3-N-carbonyl-2,3-dideoxy-3-N-tosylamino-alpha-L-lyxo and beta-D-arabinopyranosides, respectively, having the beta-lactam ring fused to the pyranoid one; neither the formation of the gamma-lactam ring nor that of the 3,4-epoxide were observed. The gamma-lactam 2-C:4-N-carbonyl-2,4-dideoxy-4-N-tosylamino-beta-D-xylopyranoside can be obtained after protection of the 3-hydroxy group in the starting glycoside of alpha-L-arabino-configuration. The structure and configuration of methyl 2-C:3-N-carbonyl-2,3-dideoxy-3-N-tosylamino-beta-D-ribopyranoside and methyl 2-C:3-N-carbonyl-2,3-dideoxy-3-N-tosylamino-beta-D-erythro-pyranosid-4-ulose were proved by X-ray crystallography. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(98)00017-2

文献信息

• Delineating The Multiple Roles of B(C₆F₅)₃ in the Chemoselective Deoxygenation of Unsaturated Polyols
  作者：Trandon A. Bender、Jennifer A. Dabrowski、Michel R. Gagné

  DOI：10.1021/acscatal.6b02551

  日期：2016.12.2

  A set of B(C6F5)3-catalyzed methods for diversification of unsaturated carbohydrate derived substrates is disclosed. Lewis acid cyclization, allylic alcohol hydrosilylation, and selective silyl group exchange is achieved with this single versatile catalyst. Allylic polyols and highly enriched (Z)-triols are obtained in high yields under a single-step protocol.

  公开了一组B（C 6 F 5）3催化的使不饱和碳水化合物衍生的底物多样化的方法。用这种单一的多功能催化剂可实现路易斯酸环化，烯丙基醇氢化硅烷化和选择性甲硅烷基交换。烯丙基多元醇和高浓缩的（Z）-三醇可在一步操作下以高收率获得。
• Chmielewski, Marek; Kaluza, Zbigniew; Abramski, Wojciech, Bulletin of the Polish Academy of Sciences: Chemistry, 1987, vol. 35, # 7-8, p. 245 - 249
  作者：Chmielewski, Marek、Kaluza, Zbigniew、Abramski, Wojciech、Mostowicz, Danuta、Hintze, Bogumila、Belzecki, Czeslaw

  DOI：——

  日期：——
• MOSTOWICZ, DANUTA;BELZECKI, CZESLAW;CHMIELEWSKI, MAREK, J. CARBOHYDR. CHEM., 7,(1988) N, C. 805-810
  作者：MOSTOWICZ, DANUTA、BELZECKI, CZESLAW、CHMIELEWSKI, MAREK

  DOI：——

  日期：——
• CHMIELEWSKI, MAREK;KALUZA, ZBIGNIEW;ABRAMSKI, WOJCIECH;MOSTOWICZ, DANUTA;+, BULL. POL. ACAD. SCI. CHEM., 35,(1987) N 7-8, 245-249
  作者：CHMIELEWSKI, MAREK、KALUZA, ZBIGNIEW、ABRAMSKI, WOJCIECH、MOSTOWICZ, DANUTA、+

  DOI：——

  日期：——