所有图片(1)
About This Item
经验公式（希尔记法）:
C6H7NO
CAS号:
分子量:
109.13
Beilstein:
508342
MDL號碼:
分類程式碼代碼:
12352100
PubChem物質ID:
NACRES:
NA.22
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![(1R)-(-)-2-氮杂双环[2.2.1]庚-5-烯-3-酮 ≥98%](/deepweb/assets/sigmaaldrich/product/structures/143/106/ed651024-4d6b-4603-9933-8a8f6e9f4dab/640/ed651024-4d6b-4603-9933-8a8f6e9f4dab.png)
![(1S)-(+)-2-氮杂双环[2.2.1]庚-5-烯-3-酮 ≥98%](/deepweb/assets/sigmaaldrich/product/structures/230/141/310ba46c-6b75-4ed3-9134-10ae806b9cc0/640/310ba46c-6b75-4ed3-9134-10ae806b9cc0.png)
化驗
98%
bp
102-106 °C/0.25 mmHg (lit.)
mp
54-58 °C (lit.)
SMILES 字串
O=C1N[C@H]2C[C@@H]1C=C2
InChI
1S/C6H7NO/c8-6-4-1-2-5(3-4)7-6/h1-2,4-5H,3H2,(H,7,8)/t4-,5+/m0/s1
InChI 密鑰
DDUFYKNOXPZZIW-CRCLSJGQSA-N
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一般說明
2-氮杂双环[2.2.1]庚-5-烯-3-酮也称为文斯内酰胺。它是碳环核苷合成中的一种通用中间体。2-氮杂双环[2.2.1]庚-5-烯-3-酮及其一元水合物已通过傅立叶变换微波光谱法在超音速飞机中进行了研究。
應用
2-氮杂双环[2.2.1]庚-5-烯-酮已被用于：
- 制备(3aS,4R,6R,6aR)-6-（（甲氧基-甲氧基）甲基）-2,2-二甲基四氢-3aH-环戊[d] [1,3]二恶酚-4-胺，一种布雷迪宁类似物的前体
- 治疗性药物的合成
- (−)-卡巴韦的化学酶促合成
訊號詞
Warning
危險聲明
危險分類
Acute Tox. 4 Oral - Skin Sens. 1
儲存類別代碼
11 - Combustible Solids
水污染物質分類（WGK）
WGK 1
閃點（°F）
230.0 °F - closed cup
閃點（°C）
110 °C - closed cup
個人防護裝備
dust mask type N95 (US), Eyeshields, Gloves
Patricia Écija et al.
The journal of physical chemistry. A, 116(41), 10099-10106 (2012-09-19)
2-Azabicyclo[2.2.1]hept-5-en-3-one (ABH or Vince lactam) and its monohydrated complex (ABH···H(2)O) have been observed in a supersonic jet by Fourier transform microwave spectroscopy. ABH is broadly used in the synthesis of therapeutic drugs, whereas the ABH···H(2)O system offers a simple model
Vasu Nair et al.
Molecules (Basel, Switzerland), 18(9), 11576-11585 (2013-09-21)
The natural nucleoside antibiotic, bredinin, exhibits antiviral and other biological activities. While various nucleosides related to bredinin have been synthesized, its carbocyclic analog has remained unknown. Synthesis of this heretofore unknown analog of bredinin is described. The key precursor, (3aS,4R,6R,6aR)-6-((methoxy-methoxy)methyl)-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-amine
Chemoenzymatic synthesis of (-)-carbovir utilizing a whole cell catalysed resolution of 2-azabicyclo [2.2. 1] hept-5-en-3-one.
Steven, J. C.
Journal of the Chemical Society. Chemical Communications, 16, 1120-1121 (1990)
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