(S)-3-(9H-fluoren-9-ylmethoxycarbonyl)-4-(4-benzyloxybenzyl)oxazolidin-5-one | 519156-39-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: (S)-3-(9H-fluoren-9-ylmethoxycarbonyl)-4-(4-benzyloxybenzyl)oxazolidin-5-one
• 英文别名: (S)-3-(carbonyl-9H-fluoren-9-ylmethoxy)-4-(4-benzyloxybenzyl)-oxazolidin-5-one；9H-fluoren-9-ylmethyl (4S)-5-oxo-4-[(4-phenylmethoxyphenyl)methyl]-1,3-oxazolidine-3-carboxylate
• CAS: 519156-39-9
• 化学式: C₃₂H₂₇NO₅
• 分子量: 505.57
• InChiKey: YDWIRERMOKUNAU-PMERELPUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  38
• 可旋转键数：
  8
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  65.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (S)-3-(9H-fluoren-9-ylmethoxycarbonyl)-4-(4-benzyloxybenzyl)oxazolidin-5-one 在 三乙基硅烷 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 48.0h， 以70%的产率得到Fmoc-N-甲基-O-苄基-酪氨酸
  参考文献：
  名称：

  [EN] N-METHYL AMINO ACIDS
  [FR] ACIDES N-METHYL AMINES

  摘要：

  这项发明涉及到式(I)或(II)的化合物，制备它们的方法，包括它们的肽和涉及它们的试剂盒。

  公开号：

  WO2004007427A1
• 作为产物：
  描述：

  聚合甲醛 、 Fmoc-O-苄基-L-酪氨酸 在 camphor-10-sulfonic acid 作用下， 以 甲苯 为溶剂， 反应 4.0h， 以86%的产率得到(S)-3-(9H-fluoren-9-ylmethoxycarbonyl)-4-(4-benzyloxybenzyl)oxazolidin-5-one
  参考文献：
  名称：

  An Efficient Synthesis of N-Methyl Amino Acids by Way of Intermediate 5-Oxazolidinones

  摘要：

  N-Methyl amino acids occur in many natural products. Experimental strategies are presented for a unified approach to the synthesis of N-methyl derivatives through 5-oxazolidinones of the 20 common L-amino acids. The amino acids with reactive side chains that required protecting groups or devoted syntheses for side chain construction for N-methylation to proceed included serine, threonine, tyrosine, cysteine, methionine, tryptophan, asparagine, histidine, and arginine. The studies have provided improved methods for the preparation of N-methyl serine, threonine, and tyrosine. All 20 of the common L-amino acids are now available in suitable forms for solid or solution-phase peptide synthesis.

  DOI：

  10.1021/jo026722l

文献信息

• [EN] N-METHYL AMINO ACIDS<br/>[FR] ACIDES N-METHYL AMINES
  申请人：UBIQUITOUS TECHNOLOGIES PTY LT

  公开号：WO2004007427A1

  公开（公告）日：2004-01-22

  The present invention relates to a compound of formula (I) or (II), processes for preparing them, peptides including them and kits involving them.

  这项发明涉及到式(I)或(II)的化合物，制备它们的方法，包括它们的肽和涉及它们的试剂盒。
• An Efficient Synthesis of <i>N</i>-Methyl Amino Acids by Way of Intermediate 5-Oxazolidinones
  作者：Luigi Aurelio、John S. Box、Robert T. C. Brownlee、Andrew B. Hughes、Marianne M. Sleebs

  DOI：10.1021/jo026722l

  日期：2003.4.1

  N-Methyl amino acids occur in many natural products. Experimental strategies are presented for a unified approach to the synthesis of N-methyl derivatives through 5-oxazolidinones of the 20 common L-amino acids. The amino acids with reactive side chains that required protecting groups or devoted syntheses for side chain construction for N-methylation to proceed included serine, threonine, tyrosine, cysteine, methionine, tryptophan, asparagine, histidine, and arginine. The studies have provided improved methods for the preparation of N-methyl serine, threonine, and tyrosine. All 20 of the common L-amino acids are now available in suitable forms for solid or solution-phase peptide synthesis.