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Merck

425834

Sigma-Aldrich

N-Boc-吡咯

98%

别名:

1-吡咯甲酸叔丁酯

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About This Item

经验公式(希尔记法):
C9H13NO2
CAS号:
分子量:
167.21
MDL號碼:
分類程式碼代碼:
12352100
PubChem物質ID:
NACRES:
NA.22

化驗

98%

形狀

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 密鑰

IZPYBIJFRFWRPR-UHFFFAOYSA-N

一般說明

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。

應用

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-(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:
  • 托品衍生物
  • N-BOC-2-(4-甲氧基苯基)吡咯
  • N-boc-吡咯-2-基硼酸

象形圖

Exclamation mark

訊號詞

Warning

危險聲明

危險分類

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

標靶器官

Respiratory system

儲存類別代碼

10 - Combustible liquids

水污染物質分類(WGK)

WGK 3

閃點(°F)

167.0 °F - closed cup

閃點(°C)

75 °C - closed cup

個人防護裝備

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


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Two fluorescent off-on Ca2+ indicators based on APTRA (o-aminophenol-N,N,O-triacetic acid) as low-affinity ligand for Ca2+ and BODIPY(4,4-difluoro-4-bora-3a,4a-diaza-s-indacene) as a fluorophore were synthesized. The new BODIPY-APTRA compounds absorb in the visible spectrum, with absorption maxima from 505 nm to 570 nm
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

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