methyl (2S,4S)-2-[bis[(2-methylpropan-2-yl)oxycarbonyl]amino]-5-hydroxy-4-(113C)methylpentanoate | 528891-99-8

• 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: methyl (2S,4S)-2-[bis[(2-methylpropan-2-yl)oxycarbonyl]amino]-5-hydroxy-4-(113C)methylpentanoate
• CAS: 528891-99-8
• 化学式: C₁₇H₃₁NO₇
• 分子量: 362.425
• InChiKey: XCYPJDNBHBEDDO-GDFYSVAKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  25
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  102
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  methyl (2S,4S)-2-[bis[(2-methylpropan-2-yl)oxycarbonyl]amino]-5-hydroxy-4-(113C)methylpentanoate 在 四氯化碳 、 三苯基膦 作用下， 生成 methyl (2S,4S)-2-[bis[(2-methylpropan-2-yl)oxycarbonyl]amino]-5-chloro-4-(113C)methylpentanoate
  参考文献：
  名称：

  [6-13C]-(2S,4S)-5-Chloroleucine: synthesis and incubation studies with cultures of the cyanobacterium, Lyngbya majuscula

  摘要：

  [6-C-13]-(2S,4S)-5-Chloroleucine 12 was prepared in six steps and 26% overall yield from protected L-glutamic acid using (CH3I)-C-13 as the source of isotopic label. On feeding 12 to cultures of L. majuscula no incorporation of isotopic label into the trichlorinated marine natural product barbamide as detected. The synthesis of a novel dichloro amino acid 16 is also described. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)02572-8
• 作为产物：
  描述：

  N-叔丁氧羰基-L-谷氨酸二甲酯 在 4-二甲氨基吡啶 、 sodium tetrahydroborate 、 正丁基锂 、 二异丁基氢化铝 、 六甲基二硅氮烷 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 乙腈 为溶剂， 生成 methyl (2S,4S)-2-[bis[(2-methylpropan-2-yl)oxycarbonyl]amino]-5-hydroxy-4-(113C)methylpentanoate
  参考文献：
  名称：

  [6-13C]-(2S,4S)-5-Chloroleucine: synthesis and incubation studies with cultures of the cyanobacterium, Lyngbya majuscula

  摘要：

  [6-C-13]-(2S,4S)-5-Chloroleucine 12 was prepared in six steps and 26% overall yield from protected L-glutamic acid using (CH3I)-C-13 as the source of isotopic label. On feeding 12 to cultures of L. majuscula no incorporation of isotopic label into the trichlorinated marine natural product barbamide as detected. The synthesis of a novel dichloro amino acid 16 is also described. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)02572-8

文献信息

• [6-13C]-(2S,4S)-5-Chloroleucine: synthesis and incubation studies with cultures of the cyanobacterium, Lyngbya majuscula
  作者：William H. Gerwick、Pauline Leslie、G.Cliona Long、Brian L. Marquez、Christine L. Willis

  DOI：10.1016/s0040-4039(02)02572-8

  日期：2003.1

  [6-C-13]-(2S,4S)-5-Chloroleucine 12 was prepared in six steps and 26% overall yield from protected L-glutamic acid using (CH3I)-C-13 as the source of isotopic label. On feeding 12 to cultures of L. majuscula no incorporation of isotopic label into the trichlorinated marine natural product barbamide as detected. The synthesis of a novel dichloro amino acid 16 is also described. (C) 2002 Elsevier Science Ltd. All rights reserved.