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About This Item
经验公式（希尔记法）:
C9H13NO2
CAS号:
分子量:
167.21
MDL编号:
UNSPSC代码:
12352100
PubChem化学物质编号:
NACRES:
NA.22
质量水平
检测方案
98%
形式
liquid
折射率
n20/D 1.4685 (lit.)
bp
91-92 °C/20 mmHg (lit.)
密度
1 g/mL at 25 °C (lit.)
SMILES字符串
CC(C)(C)OC(=O)n1cccc1
InChI
1S/C9H13NO2/c1-9(2,3)12-8(11)10-6-4-5-7-10/h4-7H,1-3H3
InChI key
IZPYBIJFRFWRPR-UHFFFAOYSA-N
一般描述
N-Boc-吡咯是 N-保护的吡咯。它与对映体纯丙二烯-1,3-二羧酸酯进行 Diels-Alder 反应，形成内部加合物，在两个新生成的立体中心的保留构型。它还与苯基二乙酸甲酯进行环丙烷化，形成单环丙烷和二环丙烷。据报道，其 Ir 催化的 C-H 硼酸化，随后与 3-氯噻吩交叉偶联形成双杂环。
应用
通过用 n-BuLi 处理，随后与硼酸三甲酯反应， N-Boc-吡咯可用于合成 1-（叔丁氧基羰基）-1H-吡咯-2-基硼酸。
它可以用作以下合成中的原料：
它可以用作以下合成中的原料：
- 托品衍生物
- N-BOC-2-（4-甲氧基苯基）吡咯
- N-boc-吡咯-2-基硼酸
警示用语：
Warning
危险声明
危险分类
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
靶器官
Respiratory system
WGK
WGK 3
闪点(°F)
closed cup
闪点(°C)
closed cup
个人防护装备
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
法规信息
新产品
Venkata A Kallepalli et al.
The Journal of organic chemistry, 74(23), 9199-9201 (2009-11-10)
Ir-catalyzed C-H borylation is found to be compatible with Boc protecting groups. Thus, pyrroles, indoles, and azaindoles can be selectively functionalized at C-H positions beta to N. The Boc group can be removed on thermolysis or left intact during subsequent
CuO/SiO2 as a simple, effective and recoverable catalyst for alkylation of indole derivatives with diazo compounds.
Fraile JM, et al.
Organic & Biomolecular Chemistry, 11(26), 4327-4332 (2013)
Huw M L Davies et al.
Chemical Society reviews, 38(11), 3061-3071 (2009-10-23)
The metal catalyzed reactions of diazo compounds have been broadly used in organic synthesis. The resulting metal-carbenoid intermediates are capable of undergoing a range of unconventional reactions, and due to their high energy, they are ideal for initiating cascade sequences
Synthetic approaches to enantiomerically pure 8-azabicyclo [3.2. 1] octane derivatives.
Pollini GP, et al.
Chemical Reviews, 106(6), 2434-2454 (2006)
Recent progress in the synthesis of five-membered heterocycle boronic acids and esters.
Primas N, et al.
Tetrahedron, 66(41), 8121-8136 (2010)
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