methyl 6-chloro-6-deoxy-2,3,4-tri-O-acetyl-α-D-mannopyranoside | 52290-42-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 6-chloro-6-deoxy-2,3,4-tri-O-acetyl-α-D-mannopyranoside
• 英文别名: 6-Chlor-triacetyl-methyl-α-D-mannopyranosid；[(2S,3S,4S,5S,6S)-4,5-diacetyloxy-2-(chloromethyl)-6-methoxyoxan-3-yl] acetate
• CAS: 52290-42-3
• 化学式: C₁₃H₁₉ClO₈
• 分子量: 338.742
• InChiKey: WOHUZHBCKXUUQX-BNDIWNMDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  22
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  97.4
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  甲基-D-丙噻 在 吡啶 、 偶氮二甲酸二异丙酯 、 三苯基膦 作用下， 以 甲苯 为溶剂， 反应 9.25h， 生成 methyl 6-chloro-6-deoxy-2,3,4-tri-O-acetyl-α-D-mannopyranoside
  参考文献：
  名称：

  通过Mitsunobu反应 在碳水化合物和非糖醇中进行区域选择性一氯取代：在合成瑞波西汀中的应用†

  摘要：

  据报道通过Mitsunobu反应的区域选择性高产一氯取代（氯醇形成）。在碳水化合物和受阻位的非糖中，仅伯羟基被氯化，而在非糖1,2-和1,3-醇中，主要发生仲氯取代。与常规的Mitsunobu反应可逆生成环氧化物的方法不同，通用的方法可在保留结构的情况下间接获得环氧化物。该方法已成功用作抗抑郁药光学活性非对映异构体合成的关键步骤瑞波西汀（R）-2，3- O-环己叉基-D-甘油醛的总产率为〜43％。

  DOI：

  10.1039/c3ob40853a

文献信息

• Two Reagent Systems for Converting Hydroxy Compounds into Chlorides using the Triphenylphosphine/Imidazole System
  作者：Per J. Garegg、Rolf Johansson、Bertil Samuelsson

  DOI：10.1055/s-1984-30769

  日期：——
• METHOD FOR OPTIMIZING POST-TRANSLATIONAL MODIFICATIONS ON RECOMBINANT PROTEINS
  申请人：Leszcyniecka, Magdalena

  公开号：EP3094639A1

  公开（公告）日：2016-11-23
• Method for Optimizing Post-Translational Modifications on Recombinant Proteins
  申请人：LESZCYNIECKA Magdalena

  公开号：US20160340706A1

  公开（公告）日：2016-11-24

  A method for optimizing post-translational modifications of recombinant proteins expressed in living cells is described. More particularly, a method for modulation of host proteins in living cells that control PTMs on recombinant proteins is described that has particularly useful applications in developing manufacturing process changes or in biosimilar development. The goal of this modulation is to produce a recipe for production of a recombinant protein in the new process or in the biosimilar that will produce a targeted PTM profile in the resulting protein product. In the method one or more modulators are selected, as from a modulator library, which affect the activity of host proteins. These modulators are added to media during production such that the resulting product matches the PTMs of the reference product. The ideal set of modulators and their concentrations are identified through a unique iterative process and the combined modulators and their concentrations constitute a recipe for growth media for the production of said recombinant protein. The methodology to obtain such a recipe described herein may then be used in many applications, such as optimizing new batches of recombinant protein drugs, developing biosimilar or bio-better drugs.
• A METHOD FOR DEVELOPMENT OF RECOMBINANT PROTEINS WITH FINGERPRINT LIKE SIMILARITY TO THE REFERENCE PRODUCT
  申请人：STC Biologics, Inc.

  公开号：US20180180626A1

  公开（公告）日：2018-06-28

  The present invention relates to the methods of developing recombinant proteins with a fingerprint like similarity to the reference product or the originator. The method is particularly useful in the development of biosimilar products. This method can also be used to establish comparability during the manufacturing process change for the originator products. Hie methods described herein are used to obtain a recipe for the production of a biosimilar product or a recombinant protein using a process that may be different from the original but that yields a recombinant protein that has fingerprint level of similarity to the reference product. The methods described herein can also used to obtain a fingerprinting analysis package for a biosimilar that can be submitted to regulatory agency for abbreviated biosimilar approval. While currently available analytical methods can identify and quantitate specific modifications on a recombinant, protein, no methods currently exist to measure and determine the concentration of product variants in a complex: mixture. The analytical methods described herein provide for identification and quantitation of the modifications of the recombinant proteins and of product variants in a complex mixture by utilizing various in silico computational approaches to transform analytical data and derive product variant distribution.
• US9868973B2
  申请人：——

  公开号：US9868973B2

  公开（公告）日：2018-01-16