methyl 2,3-anhydro-4,6-O-benzylidene-α-D-gulopyranoside | 3257-59-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氧环庚烷
• 英文名称: methyl 2,3-anhydro-4,6-O-benzylidene-α-D-gulopyranoside
• 英文别名: (1S,2R,4R,5S,7R)-5-methoxy-10-phenyl-3,6,9,11-tetraoxatricyclo[5.4.0.02,4]undecane
• CAS: 3257-59-8
• 化学式: C₁₄H₁₆O₅
• 分子量: 264.278
• InChiKey: HQTCRHINASMQOA-YZMISQSWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  49.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl 2,3-anhydro-4,6-O-benzylidene-α-D-gulopyranoside 在 咪唑 、 盐酸 、 copper(l) iodide 、 甲基锂 、 sodium methylate 作用下， 以 吡啶 、 甲醇 、 乙醚 、 乙醇 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 221.0h， 生成 methyl 6-O-(tert-butyldimethylsilyl)-2,4-dideoxy-2,4-di-C-methyl-α-D-idopyranoside
  参考文献：
  名称：

  A route from d-galactose to the aggregation pheromone component (-)-α-multistriatin

  摘要：

  DOI：

  10.1016/0008-6215(82)85035-0
• 作为产物：
  描述：

  甲基4,6-O-亚苄基-alpha-D-吡喃半乳糖苷二(甲苯-对磺酸酯) 生成 methyl 2,3-anhydro-4,6-O-benzylidene-α-D-gulopyranoside
  参考文献：
  名称：

  SZEJA, WIESLAW, CARBOHYDR. RES., 183,(1988) N 1, C. 135-139

  摘要：

  DOI：

文献信息

• A CONVENIENT METHOD FOR THE PREPARATION OF 4,6-<i>O</i>-BENZYLIDENEGLYCALS FROM METHYL 2,3-ANHYDRO-4,6-<i>O</i>-BENZYLIDENE-α-D-HEXOPYRANOSIDES
  作者：Nobuo Tsuda、Sumio Yokota、Takashi Kudo、Oyo Mitsunobu

  DOI：10.1246/cl.1983.289

  日期：1983.3.5

  The reaction of methyl 2,3-anhydro-4,6-O-benzylidene-α-D-allopyranoside (l) with ethylmagnesium bromode in the presence of CuI afforded 4,6-O-benzylidene-1,2-dideoxy-D-rlbo-hex-1-enopyranoside (2), Similarly, methyl 2,3-anhydro-4,6-O-benzylidene-α-D-gulopyranoside (6) gave 4,6-O-benzylidene-1,2-dideoxy-D-xylo-hex-1-enopyranoside (7).

  在 CuI 存在下，甲基 2,3-脱水-4,6-O-亚苄基-α-D-别吡喃糖苷 (l) 与溴化乙基镁反应得到 4,6-O-亚苄基-1,2-二脱氧-D -rlbo-hex-1-enopyranoside (2)，类似地，甲基 2,3-anhydro-4,6-O-benzylidene-α-D-gulopyranoside (6) 得到 4,6-O-benzylidene-1,2-双脱氧-D-木-己-1-烯吡喃糖苷 (7)。
• REACTION OF 2,3-ANHYDR0-4,6-<i>O</i>-BENZYLIDENE-α-D-HEXOPYRANOSIDES WITH PROPENYLMAGNESIUM CHLORIDES. REGIOSELECTIVE CARBON CHAIN EXTENSION AT THE C-2 POSITION OF HEXOPYRANOSIDES
  作者：Tadahiko Asano、Sumio Yokota、Oyo Mitsunobu

  DOI：10.1246/cl.1983.343

  日期：1983.3.5

  The reaction of 2-propenylmagnesium chlorides with methyl 2,3-anhydro-4,6-O-benzylidene-α-d-allopyranoside (1) or -gulopyranoside (6) exclusively afforded the corresponding 2-deoxy-2-C-(2-propenyl)-α-d-hexopyranosides (4b, 8a, and 8b).

  将 2-丙烯基氯化镁与甲基 2,3-脱水-4,6-O-亚苄基-α-d-吡喃全糖苷（1）或-吡喃古洛糖苷（6）反应，只能得到相应的 2-脱氧-2-C-（2-丙烯基）-α-d-吡喃己糖苷（4b、8a 和 8b）。
• CHIDA, NORITAKA;OHTSUKA, MASAMI;OGAWA, SEIICHIRO, CHEM. LETT.,(1988) N 6, 969-972
  作者：CHIDA, NORITAKA、OHTSUKA, MASAMI、OGAWA, SEIICHIRO

  DOI：——

  日期：——
• 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.