Acetic acid (2R,3S,4S,5S,6R)-4,5-bis-benzyloxy-6-((S)-1,2-bis-benzyloxy-ethyl)-2-ethylsulfanyl-tetrahydro-pyran-3-yl ester | 188435-09-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Acetic acid (2R,3S,4S,5S,6R)-4,5-bis-benzyloxy-6-((S)-1,2-bis-benzyloxy-ethyl)-2-ethylsulfanyl-tetrahydro-pyran-3-yl ester
• CAS: 188435-09-8
• 化学式: C₃₉H₄₄O₇S
• 分子量: 656.84
• InChiKey: PWDPGCXZTJEINS-HKOUNVRTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.37
• 重原子数：
  47.0
• 可旋转键数：
  17.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  72.45
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  Acetic acid (2R,3S,4S,5S,6R)-4,5-bis-benzyloxy-6-((S)-1,2-bis-benzyloxy-ethyl)-2-ethylsulfanyl-tetrahydro-pyran-3-yl ester 在 4 A molecular sieve 、 sodium methylate 、 sodium hydride 、 DMTST 作用下， 以 甲醇 、 乙醚 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.5h， 生成
  参考文献：
  名称：

  Synthesis of L-glycero-D-manno-heptopyranose-containing oligosaccharide structures found in lipopolysaccharides from Haemophilus influenzae

  摘要：

  Syntheses are described of the tetrasaccharide 2-(4-trifluoroacetamidophenyl)ethyl O-(beta-D-galactopyranosyl)-(1 --> 2)-O-(L-glycero-alpha-D-manno-heptopyranosyl)-(1 --> 2)-O-(L-glycero-alpha-D--manno-heptopyranosyl)-(1 --> 3)-L-glycero-alpha-D-mnnno-heptopyranoside (20) and the three trisaccharides 2-(4-trifluoroacetamidophenyl)ethyl O-(L-glycero-alpha-D-manno-heptopyranosyl)-(1 --> 2)-O-(L-glycero-alpha-D-manno-heptopyranosl)-(1 --> 3)-L-glycero-alpha-D-manno-heptopyranoside(17), 2-(4-trifluoroacetamidophenyl)ethyl O-(beta-D-glucopyranosyl)-(1 --> 4)-O-(beta-D-glucopyranosyl)-(1 --> 4)-L-glycero-alpha-D-manno-heptopyranoside (5), and 2-(4-trifluoroacetamidophenyl)ethyl O-(beta-D-galactopyranosyl)-(1 --> 4)-O-(beta-D-glucopyranosyl)-(1 --> 4)-L-glycero-alpha-D-manno-heptopyranoside (8), corresponding to structures found in the lipooligosaccharides of Haemophilus influenzae. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0008-6215(96)00275-3
• 作为产物：
  描述：

  1,2-O-(1-methoxy)ethylidene-3,4,6,7-tetra-O-benzyl-L-glycero-β-D-manno-heptopyranose 、 乙硫醇 在 三氟甲磺酸三甲基硅酯 、 4 A molecular sieve 作用下， 以 硝基甲烷 为溶剂， 以76%的产率得到Acetic acid (2R,3S,4S,5S,6R)-4,5-bis-benzyloxy-6-((S)-1,2-bis-benzyloxy-ethyl)-2-ethylsulfanyl-tetrahydro-pyran-3-yl ester
  参考文献：
  名称：

  Synthesis of L-glycero-D-manno-heptopyranose-containing oligosaccharide structures found in lipopolysaccharides from Haemophilus influenzae

  摘要：

  Syntheses are described of the tetrasaccharide 2-(4-trifluoroacetamidophenyl)ethyl O-(beta-D-galactopyranosyl)-(1 --> 2)-O-(L-glycero-alpha-D-manno-heptopyranosyl)-(1 --> 2)-O-(L-glycero-alpha-D--manno-heptopyranosyl)-(1 --> 3)-L-glycero-alpha-D-mnnno-heptopyranoside (20) and the three trisaccharides 2-(4-trifluoroacetamidophenyl)ethyl O-(L-glycero-alpha-D-manno-heptopyranosyl)-(1 --> 2)-O-(L-glycero-alpha-D-manno-heptopyranosl)-(1 --> 3)-L-glycero-alpha-D-manno-heptopyranoside(17), 2-(4-trifluoroacetamidophenyl)ethyl O-(beta-D-glucopyranosyl)-(1 --> 4)-O-(beta-D-glucopyranosyl)-(1 --> 4)-L-glycero-alpha-D-manno-heptopyranoside (5), and 2-(4-trifluoroacetamidophenyl)ethyl O-(beta-D-galactopyranosyl)-(1 --> 4)-O-(beta-D-glucopyranosyl)-(1 --> 4)-L-glycero-alpha-D-manno-heptopyranoside (8), corresponding to structures found in the lipooligosaccharides of Haemophilus influenzae. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0008-6215(96)00275-3