3-amino-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-2H-1-benzopyran-2-one | 128398-41-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-amino-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-2H-1-benzopyran-2-one
• 英文别名: 2H-1-Benzopyran-2,5(6H)-dione, 3-amino-7,8-dihydro-7,7-dimethyl-；3-amino-7,7-dimethyl-6,8-dihydrochromene-2,5-dione
• CAS: 128398-41-4
• 化学式: C₁₁H₁₃NO₃
• 分子量: 207.229
• InChiKey: MPQRXDRHZMGAAL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  69.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-amino-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-2H-1-benzopyran-2-one 在 sodium azide 、 硫酸 作用下， 以 氯仿 为溶剂， 以71%的产率得到3-amino-8,8-dimethyl-6,7,8,9-tetrahydropyrano[3,2-c]azepine-2,5-dione
  参考文献：
  名称：

  Pyrano[3,2-c]azepine, a New Heterocyclic System. A New Approach to Pyrido[3,2-c]azepines

  摘要：

  DOI：

  10.3987/com-89-s8
• 作为产物：
  描述：

  3-(benzoyl)amino-7,7-dimetyl-5-oxo-5,6,7,8-tetrahydro-2H-1-benzopyran-2-one 在 硫酸 作用下， 生成 3-amino-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-2H-1-benzopyran-2-one
  参考文献：
  名称：

  Pyrano[3,2-c]azepine, a New Heterocyclic System. A New Approach to Pyrido[3,2-c]azepines

  摘要：

  DOI：

  10.3987/com-89-s8

文献信息

• Methyl and Phenylmethyl 2-Acetyl-3-{[2-(dimethylamino)-1-(methoxycarbonyl)ethenyl]amino}prop-2-enoate in the Synthesis of heterocyclic systems: Preparation of 3-amino-4H-pyrido-[1,2-a]pyrimidin-4-ones
  作者：Lovro Seli?、Simona Goli? Grdadolnik、Branko Stanovnik

  DOI：10.1002/hlca.19970800811

  日期：1997.12.15

  Methyl 2-acetyl-3-[2-(dimethylamino)-1-(methoxycarbonyl)ethenyl]amino}prop-2-enoate (4) and phenyl-methyl 2-acetyl-3-[2-(dimethylamino)-1(methoxycarbonyl)ethenyl]amino}prop-2-enoate (5) were prepared in three steps from the corresponding acetoacetic esters, and used as reagents for the preparation of N3-protected 3-amino-4H-pyrido[1,2-a]pyrimidin-4-ones 10–12, 5H-thiazolo[3,2-a]pyrimidin-5-one 13

  2-乙酰基-3-[[2-（二甲基氨基）-1-（甲氧基羰基）乙烯基]氨基}丙-2-烯酸酯（4）和苯基甲基2-乙酰基-3-[2-（二甲基氨基）-分三步从相应的乙酰乙酸酯制备1（甲氧基羰基）乙烯基]氨基}丙-2-烯酸酯（5），并用作制备N 3保护的3-氨基-4H-吡啶基的试剂[1,2] -一个]嘧啶-4-酮10 - 12，5 ħ -噻唑并[3,2-一个]嘧啶-5-酮13，4 ħ -吡啶并[1,2-一个] -吡啶-4-酮19和2 H -1-苯并吡喃-2-酮20 –23。自由3-氨基-4- ħ -吡啶并[1,2-一个]嘧啶-4-酮24 - 26从制备10 - 12通过除去2-（甲氧基羰基）-3-氧代丁-1-烯基或3-通过各种方法将氧代-2-[（（苯基-甲氧基）羰基] but-1-envl作为N-保护基。
• The synthesis of ethyl 2-[(2,2-dibenzoyl)ethenyl]amino-3-dimethyl-aminopropenoate and its application to the synthesis of fused 3-aminopyran-2-ones and 3-aminoazolo- and -azinopyrimidin-4(4<i>H</i>)-ones
  作者：Gorazd Soršak、Branko Stanovnik、Simona GoliČ Grdadolnik

  DOI：10.1002/jhet.5570350606

  日期：1998.11

  Ethyl 2-[(2,2-dibenzoyl)ethenyl]amino-3-dimethylaminopropenoate (3) was prepared from dibenzoylmethane (1) in two steps, and used as a reagent for preparation of fused substituted 3-aminopyranones 12–15 in over 90% yield, quinolizin-4-one 16 in over 79% yield, and fused pyrimidin-4-ones 17–19 in 40–50% yield. Deprotection of (2,2-dibenzoyl)ethenyl group with either diethylamine or hydrazine hydrate

  乙基2 - [（2,2-二苯甲酰基）乙烯基]氨基-3- dimethylaminopropenoate（3）由二苯甲酰基甲烷（制备1）在两个步骤中，并且用作用于制备稠合的取代的3- aminopyranones的试剂12-15在经产率为90％，喹啉嗪4酮16的产率超过79％，熔融嘧啶4酮17-19的产率为40-50％。用二乙胺或水合肼对（2，2-二苯甲酰基）乙烯基进行脱保护，分别得到游离氨基化合物20、21和22，产率分别为35％，91％和71％。
• The synthesis of methyl 2-(benzyloxycarbonyl)amino-3-dimethylaminopropenoate. The synthesis of trisubstituted pyrroles, 3-amino-2<i>H</i>-pyran-2-ones, fused 2<i>H</i>-pyran-2-ones and 4<i>H</i>-pyridin-4-ones
  作者：Renata Toplak、Jurij Svete、Branko Stanovnik、Simona GoliČ Grdadolnik

  DOI：10.1002/jhet.5570360135

  日期：1999.1

  Methyl 2-(benzyloxycarbonyl)aimno-3-dimemylaminopropenoate (2) was prepared from methyl N-(benzyloxycarbonyl)glycinate (1) and t-butoxybis(dimethylamino)methane, and used as a reagent for preparation of substituted 3-(benzyloxycarbonyl)amino-4H-quinolizin-4-ones 5 and 6, −2H-pyran-2-ones 17–19, −2H-1-benzopyran-2-ones 28–31, and -naphthopyrans 32–35, −2H-pyrano[3,2-c]pyridine-2,5-dione 46, -pyrano-[4

  由N-（苄氧基羰基）甘氨酸甲酯（1）和叔丁氧基双（二甲基氨基）甲烷制得2-（苄氧基羰基）亚氨基-3-二甲基氨基丙酸甲酯（2），并用作制备取代的3-（苄氧基羰基）的试剂。氨基-4- ħ喹嗪-4-酮5和6，-2 ħ吡喃-2-酮17-19，-2 ħ -1-苯并吡喃-2-酮28-31，和-naphthopyrans 32-35， - 2 H-吡喃并[3,2 - c ]吡啶-2,5-二酮46，-吡喃并- [4,3 - b ]吡喃-2,5-二酮47，-pyrano [3,2 - c ]苯并吡喃-2,5-二酮48，-pyrano [2,3 - c ] pyrazol -6-ones 49和50，-pyrano [2,3 - d ] pyrirnidin-7 -酮51层52的衍生物。在2与1,3-二酮的反应中，形成了三取代的吡咯14-16。选择性除去苄氧羰基的由猫alytic转移氢化用Pd / C在环己烯
• Heterocyclic Synthesis with Activated Nitriles: An Expeditious Synthetic Approach to Polyfunctionally Substituted Pyrroles, Heterocyclopyrimidines and Coumarins
  作者：Ayman W. Erian、Sherif M. Sherif、Nadia R. Mohamed

  DOI：10.1081/scc-120018775

  日期：2003.1.5

  Abstract The applicability and synthetic potency of the new reagent N-(2,2-dicyanoethenyl)aminoacetonitrile (3) to develop an expeditious convenient synthetic route of unique polyfunctionally substituted pyrroles, heterocyclopyrimidines, and 2H-1-benzopyran-2-ones is reported. Chemical and spectroscopic evidence for the structures of the newly synthesized compounds are described.

  摘要 报告了新试剂 N-(2,2-二氰基乙烯基) 氨基乙腈 (3) 的适用性和合成效力，以开发独特的多官能取代吡咯、杂环嘧啶和 2H-1-苯并吡喃-2-酮的快速便捷合成路线。 . 描述了新合成化合物结构的化学和光谱证据。
• Selective synthesis of some 5-hydrazono-5,6,7,8-tetrahydro-2<i>H</i>-1-benzopyran-2-ones
  作者：Polonca Trebše、Boris Recelj、Marijan Kočevar、Slovenko Polanc

  DOI：10.1002/jhet.5570340425

  日期：1997.7

  A simple, highly selective transformation of 5,6,7,8-tetrahydro-2H-1-benzopyran-2,5-diones 1–3 and 14 with some phenylhydrazines and heterocyclic hydrazines to 5-hydrazono-2H-1-benzopyran-2-ones 4–12 and 15–16 is described. Under more severe conditions the hydrazonoquinoline derivative 17 was obtained from the benzopyran derivative 3 and Phenylhydrazine.

  简单，高选择性地将5,6,7,8-tetrahydro-2 H -1-苯并吡喃-2,5-二酮1-3和14与一些苯肼和杂环肼一起转化为5-hydrazono-2 H -1-描述了苯并吡喃-2-酮4-12和15-16。在更严格的条件下，从苯并吡喃衍生物3和苯肼获得了肼基喹啉衍生物17。