benzylcarbamic acid (1R,2S,5R)-2-isopropyl-5-methylcyclohexyl ester

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: benzylcarbamic acid (1R,2S,5R)-2-isopropyl-5-methylcyclohexyl ester
• 英文别名: [(1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexyl] N-benzylcarbamate
• 化学式: C₁₈H₂₇NO₂
• 分子量: 289.418
• InChiKey: DHWHUEKVNNGNPB-HYVNUMGLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  L-薄荷醇 、 异氰酸苄酯 在 dioxo-molybdenum dichloride bis-dimethylformamide 作用下， 以 二氯甲烷 为溶剂， 反应 0.33h， 以100%的产率得到benzylcarbamic acid (1R,2S,5R)-2-isopropyl-5-methylcyclohexyl ester
  参考文献：
  名称：

  用于从醇和异氰酸酯形成氨基甲酸酯的特殊活性催化剂：二氯化钼 (VI) 及其 DMF 络合物

  摘要：

  少量的 MoO 2 Cl 2 或 MoO 2 Cl 2 (DMF) 2 可催化醇和异氰酸酯形成氨基甲酸酯：0.1 mol% 的相应添加剂允许伯醇、仲醇或叔醇添加到不同位阻的脂肪族或芳香族异氰酸酯中在室温下 20 分钟内。通常相应的氨基甲酸酯导致 100% 的产率。只有特别受阻的底物需要 1.0 mol% 的催化剂，而低至 0.01% 的催化剂就足以用于薄荷醇的苯基氨基甲酰化。催化量的 DMAP 也会加速某些醇和异氰酸酯形成氨基甲酸酯。

  DOI：

  10.1055/s-0030-1258552

文献信息

• Exceptionally Active Catalysts for the Formation of Carbamates from Alcohols and Isocyanates: Molybdenum(VI) Dichloride Dioxide and Its DMF Complex
  作者：Reinhard Brückner、Christian Stock

  DOI：10.1055/s-0030-1258552

  日期：2010.10

  Small amounts of MoO 2 Cl 2 or MoO 2 Cl 2 (DMF) 2 catalyze carbamate formation from an alcohol and isocyanates: 0.1 mol% of the respective additive allow primary, secondary or tertiary alcohols to add to aliphatic or aromatic isocyanates of varied steric hindrance within 20 minutes at room temperature. Typically the corresponding carbamate resulted in 100% yield. Only particularly hindered substrates

  少量的 MoO 2 Cl 2 或 MoO 2 Cl 2 (DMF) 2 可催化醇和异氰酸酯形成氨基甲酸酯：0.1 mol% 的相应添加剂允许伯醇、仲醇或叔醇添加到不同位阻的脂肪族或芳香族异氰酸酯中在室温下 20 分钟内。通常相应的氨基甲酸酯导致 100% 的产率。只有特别受阻的底物需要 1.0 mol% 的催化剂，而低至 0.01% 的催化剂就足以用于薄荷醇的苯基氨基甲酰化。催化量的 DMAP 也会加速某些醇和异氰酸酯形成氨基甲酸酯。
• MENTHYL CARBAMATE COMPOUNDS AS SKIN AND/OR HAIR LIGHTENING ACTIVES
  申请人：Vielhaber Gabriele

  公开号：US20130129646A1

  公开（公告）日：2013-05-23

  The present invention relates to the cosmetic, dermatological or pharmaceutical (therapeutic) use of compounds of formula (I) or a cosmetically acceptable salt of a compound of formula (I) or a mixture containing two or more of these compounds or the salts thereof wherein R 1 denotes hydrogen or an organic radical having 1 to 14 carbon atoms, R 2 denotes an organic radical having 1 to 14 carbon atoms, and wherein optionally R 1 and R 2 are covalently bonded to one another, preferably so that a 3 to 8 membered ring is formed, for the lightening of skin and/or hair. The invention further relates to compositions and cosmetic, dermatological or pharmaceutical preparations (compositions) comprising one or more compounds of formula (I) suitable for lightening human skin and/or hair and corresponding methods. The invention further relates to compounds of formula (I) as a drug, their use for the preparation of a pharmaceutical composition for lightening human skin and/or hair and to certain novel compounds of formula (I).

  本发明涉及化妆品、皮肤科或药用（治疗）用途的化合物的使用，其化学式为（I）或者化学式（I）的化妆品可接受的盐，或者含有两种或更多这些化合物或其盐的混合物，其中R1代表氢或具有1至14个碳原子的有机基，R2代表具有1至14个碳原子的有机基，可选地R1和R2彼此共价结合，最好形成3至8成员环，用于美白皮肤和/或头发。该发明还涉及包含一种或多种化学式（I）化合物的组合物和适用于美白人类皮肤和/或头发的化妆品、皮肤科或药用制剂（组合物）及相应的方法。该发明还涉及化学式（I）化合物作为药物，其用于制备用于美白人类皮肤和/或头发的药用组合物以及某些新的化学式（I）化合物。
• Cyclohexyl carbamate compounds as anti-ageing actives
  申请人：Symrise AG

  公开号：EP2389922A1

  公开（公告）日：2011-11-30

  The present invention relates to the cosmetic, dermatological or therapeutic use of compounds of formula (I) given below, in particular as anti-ageing actives. wherein A denotes wherein X, Y and Z independently of one another denote hydrogen, C1-C4-alkyl or C2-C4-alkenyl, wherein optionally two of the radicals X, Y and Z are covalently bonded to one another under formation of a bicyclic ring system, in such a bicyclic ring system two of the radicals X, Y and Z together preferably form a radical having 1 to 4 carbon atoms, preferably a hydrocarbon radical having 1 to 3 carbon atoms, B denotes NR1R2, wherein R1 denotes hydrogen or an organic radical having 1 to 14 carbon atoms, R2 denotes an organic radical having 1 to 14 carbon atoms, and wherein optionally R1 and R2 are covalently bonded to one another, preferably so that B is a 3 to 8 membered ring. The invention further relates to corresponding methods and to compositions and cosmetic, dermatological or pharmaceutical preparations (compositions) comprising one or more compounds of formula (I) and one or more further anti-ageing actives. The invention further relates to compounds of formula (I) as a drug, their use for the preparation of a pharmaceutical composition and to certain novel compounds of formula (I).

  本发明涉及以下式子(I)的化合物在化妆品、皮肤科或治疗中的使用，特别是作为抗衰老活性物质。 其中， A代表 其中，X、Y和Z分别独立地表示氢、C1-C4烷基或C2-C4烯基， 其中，可选地，X、Y和Z中的两个基团在形成二环环系的同时共价键合在一起，这样，在这样的二环环系中，X、Y和Z中的两个基团一起优选形成具有1到4个碳原子的基团，优选是指1到3个碳原子的碳氢基团， B代表NR1R2， 其中， R1代表氢或具有1到14个碳原子的有机基团， R2代表具有1到14个碳原子的有机基团， 并且可选地，R1和R2共价键合在一起，优选是使B成为3到8成员环。 本发明还涉及相应的方法、包含一个或多个式(I)化合物和一个或多个进一步的抗衰老活性物质的组合物和化妆品、皮肤科或制药制剂(组合物)。本发明还涉及式(I)化合物作为药物、其用于制备制药组合物以及某些新的式(I)化合物。
• A practical synthesis of carbamates using an ‘in-situ’ generated polymer-supported chloroformate
  作者：David Mormeneo、Amadeu Llebaria、Antonio Delgado

  DOI：10.1016/j.tetlet.2004.07.124

  日期：2004.9

  A versatile method for the synthesis of carbamates from an 'in-situ' generated polymer-supported chloroformate resin is presented. BTC (bis-trichloromethyl carbonate) is used as phosgene equivalent to afford a supported chloroformate, which, by sequential 'one-pot' reaction with a variety of alcohols and amines, furnishes the corresponding carbamates in high yields and purities. (C) 2004 Elsevier Ltd. All rights reserved.
• US9060949B2
  申请人：——

  公开号：US9060949B2

  公开（公告）日：2015-06-23