butyl 6-O-(N-tBoc 4-amino butyroyl)α-D-glucopyranoside | 156427-64-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 糖脂
• 英文名称: butyl 6-O-(N-tBoc 4-amino butyroyl)α-D-glucopyranoside
• 英文别名: [(2R,3S,4S,5R,6S)-6-butoxy-3,4,5-trihydroxyoxan-2-yl]methyl 4-[(2-methylpropan-2-yl)oxycarbonylamino]butanoate
• CAS: 156427-64-4
• 化学式: C₁₉H₃₅NO₉
• 分子量: 421.488
• InChiKey: CJSCNPQSVCTXHS-CMZRPVNOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  29
• 可旋转键数：
  13
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  144
• 氢给体数：
  4
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  butyl 6-O-(N-tBoc 4-amino butyroyl)α-D-glucopyranoside 、 三氟乙酸 以 二氯甲烷 为溶剂， 反应 0.5h， 以97%的产率得到butyl 6-O-(4-amino butyroyl)-α-D-glucopyranoside
  参考文献：
  名称：

  Enzymatic synthesis of amino acid ester of butyl α-D-glucopyranoside

  摘要：

  The regiospecific enzymatic esterification of butyl alpha-D-glucopyranoside with trichloro 2,2,2 ethyl N-tBoc 4-amino butyrate was achieved using Lipozyme(R) avoiding time consuming protection-deprotection steps. The tBoc group was subsequently removed using trifluoroacetic acid, leading to the formation of butyl 6-0-(4-amino butyroyl)-alpha-D-glucopyranoside.

  DOI：

  10.1016/s0040-4039(00)73229-1
• 作为产物：
  描述：

  2-(tert-butoxycarbonyloxyimino)-2-phenylacetonitrile 在 N,N'-二环己基碳二亚胺 作用下， 反应 144.0h， 生成 butyl 6-O-(N-tBoc 4-amino butyroyl)α-D-glucopyranoside
  参考文献：
  名称：

  Enzymatic synthesis of amino acid ester of butyl α-D-glucopyranoside

  摘要：

  The regiospecific enzymatic esterification of butyl alpha-D-glucopyranoside with trichloro 2,2,2 ethyl N-tBoc 4-amino butyrate was achieved using Lipozyme(R) avoiding time consuming protection-deprotection steps. The tBoc group was subsequently removed using trifluoroacetic acid, leading to the formation of butyl 6-0-(4-amino butyroyl)-alpha-D-glucopyranoside.

  DOI：

  10.1016/s0040-4039(00)73229-1

文献信息

• Enzymatic synthesis of amino acid ester of butyl α-D-glucopyranoside
  作者：Jean Fabre、François Paul、Pierre Monsan、Casimir Blonski、Jacques Périé

  DOI：10.1016/s0040-4039(00)73229-1

  日期：1994.5

  The regiospecific enzymatic esterification of butyl alpha-D-glucopyranoside with trichloro 2,2,2 ethyl N-tBoc 4-amino butyrate was achieved using Lipozyme(R) avoiding time consuming protection-deprotection steps. The tBoc group was subsequently removed using trifluoroacetic acid, leading to the formation of butyl 6-0-(4-amino butyroyl)-alpha-D-glucopyranoside.