trans-2-(2'-methylsulfonylaminocyclohexyloxy)acetic acid | 134961-99-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: trans-2-(2'-methylsulfonylaminocyclohexyloxy)acetic acid
• 英文别名: trans-2-(2'-Methylsulfonylaminocyclohexyloxy) acetic acid；2-[(1R,2R)-2-(methanesulfonamido)cyclohexyl]oxyacetic acid
• CAS: 134961-99-2
• 化学式: C₉H₁₇NO₅S
• 分子量: 251.304
• InChiKey: HEHWKOYGNUSLRC-HTQZYQBOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  101
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  rac-trans-Octahydro-2H-1,4-benzoxazin-3-one 在 盐酸 、 sodium hydroxide 作用下， 以 乙醚 为溶剂， 反应 4.0h， 生成 trans-2-(2'-methylsulfonylaminocyclohexyloxy)acetic acid
  参考文献：
  名称：

  Synthesis and functionalization oftrans-2-(2′-aminocyclohexyloxy)-andtrans-2-(2′-azidocyclohexyloxy)acetic acid

  摘要：

  Synthesis of the hydrochloride of trans-2-(2'-aminocyclohexyloxy)acetic acid (4) from trans-2-(2'-azidocyclohexyloxy)acetic acid (1) is described. 4 was acylated at the amino group to give compounds 5 - 8. 1 was converted into acid chloride (9) and amides 10 - 13.

  DOI：

  10.1007/bf00810828

文献信息

• Trans-2-acylaminocyclohexyloxyacyldipeptides in the form of mixtures of
  申请人：Univerza Edvarda Kardelja v Ljubljana

  公开号：US05231216A1

  公开（公告）日：1993-07-27

  There are described novel trans-2-acylaminocyclohexyloxyacyldipeptides of formula I ##STR1## wherein R.sub.1 represents --CO--R.sub.6, --SO.sub.2 --R.sub.7 or ##STR2## R.sub.6 is C.sub.1 -C.sub.18 alkyl or C.sub.1 -C.sub.18 alkoxy, R.sub.7 is C.sub.1 -C.sub.18 alkyl or an optionally substituted phenyl group, Y is .dbd.O, .dbd.S or .dbd.NH; R.sub.2 =R.sub.3 and represent --H or C.sub.1 -C.sub.12 alkyl, R.sub.4 represents --OR.sub.8 or --NHR.sub.9, R.sub.8 is --H, C.sub.1 -C.sub.8 alkyl or benzyl, R.sub.9 is --H, a straight or branched chain C.sub.1 -C.sub.18 alkyl group or benzyl group; R.sub.5 represents --OR.sub.9 or --NHR.sub.9, and novel (1R,2R)- and (1S,2S)-trans-2-acylaminocyclohexyloxyacetyldipeptides of the formulas Ia and Ib ##STR3## wherein R.sub.1 is --CO--R.sub.6, R.sub.6 is C.sub.1 -C.sub.18 alkyl, R.sub.2 is --H, R.sub.3 is --H or C.sub.1 -C.sub.12 alkyl, R.sub.4 is --OR.sub.8 or --NHR.sub.9, R.sub.8 is --H, C.sub.1 -C.sub.8 alkyl or benzyl, R.sub.9 is --H, C.sub.1 -C.sub.18 alkyl or benzyl, R.sub.5 is --OR.sub.9 or --NHR.sub.9 Compounds of formula I, Ia and Ib and the pharmaceutically acceptable alkali salts thereof show immunomodulatory and antitumour activities and can be used in the preparation of medicaments.

  描述了一种新型的trans-2-acylaminocyclohexyloxyacyldipeptides，其化学式为I ##STR1## 其中R.sub.1代表--CO--R.sub.6，--SO.sub.2 --R.sub.7或##STR2## R.sub.6是C.sub.1 -C.sub.18烷基或C.sub.1 -C.sub.18烷氧基，R.sub.7是C.sub.1 -C.sub.18烷基或一个可选择替代的苯基，Y是.dbd.O，.dbd.S或.dbd.NH；R.sub.2 =R.sub.3代表--H或C.sub.1 -C.sub.12烷基，R.sub.4代表--OR.sub.8或--NHR.sub.9，R.sub.8是--H，C.sub.1 -C.sub.8烷基或苄基，R.sub.9是--H，一种直链或支链C.sub.1 -C.sub.18烷基或苄基；R.sub.5代表--OR.sub.9或--NHR.sub.9，以及新型的(1R,2R)-和(1S,2S)-trans-2-acylaminocyclohexyloxyacetyldipeptides，其化学式为Ia和Ib ##STR3## 其中R.sub.1是--CO--R.sub.6，R.sub.6是C.sub.1 -C.sub.18烷基，R.sub.2是--H，R.sub.3是--H或C.sub.1 -C.sub.12烷基，R.sub.4是--OR.sub.8或--NHR.sub.9，R.sub.8是--H，C.sub.1 -C.sub.8烷基或苄基，R.sub.9是--H，C.sub.1 -C.sub.18烷基或苄基，R.sub.5是--OR.sub.9或--NHR.sub.9，化合物I、Ia和Ib及其药学上可接受的碱盐显示出免疫调节和抗肿瘤活性，可用于药物的制备。
• Trans-2-acylaminocyclohexyloxyacyldipeptides
  申请人：UNIVERZA EDVARDA KARDELJA V LJUBLJANI, VDO FAKULTETA ZA NARAVOSLOVJE IN TEHNOLOGIJO, N.SOL.O., LUBLJANA

  公开号：EP0471280A2

  公开（公告）日：1992-02-19

  There are described novel trans-2-acylaminocyclohexyloxyacyldipeptides of formula I

  描述了式 I 的新型反式-2-乙酰氨基环己氧基二肽
• US5231216A
  申请人：——

  公开号：US5231216A

  公开（公告）日：1993-07-27
• Synthesis and functionalization oftrans-2-(2′-aminocyclohexyloxy)-andtrans-2-(2′-azidocyclohexyloxy)acetic acid
  作者：Danijel Kikelj、Aleš Krbavčič、Slavko Pečar、Alenka Tomažič

  DOI：10.1007/bf00810828

  日期：1991.4

  Synthesis of the hydrochloride of trans-2-(2'-aminocyclohexyloxy)acetic acid (4) from trans-2-(2'-azidocyclohexyloxy)acetic acid (1) is described. 4 was acylated at the amino group to give compounds 5 - 8. 1 was converted into acid chloride (9) and amides 10 - 13.