N-T-BOC-PYRROLE
- Product Name
- N-T-BOC-PYRROLE
- CAS No.
- 5176-27-2
- Chemical Name
- N-T-BOC-PYRROLE
- Synonyms
- tert-butyl 1H-pyrrole-1-carboxylate;N-Boc-Pyrrole;e-1-CarboxyL;1-Boc-pyrrole;ate(WX690266);N-T-BOC-PYRROLE;N-BOC-1H-PYRROLE;N-T-BOC-PYRROLE-1;N-Boc-pyrrole 98%;N-Boc-pyrrole
- CBNumber
- CB4315199
- Molecular Formula
- C9H13NO2
- Formula Weight
- 167.21
- MOL File
- 5176-27-2.mol
N-T-BOC-PYRROLE Property
- Boiling point:
- 91-92 °C20 mm Hg(lit.)
- Density
- 1 g/mL at 25 °C(lit.)
- refractive index
- n20/D 1.4685(lit.)
- Flash point:
- 167 °F
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- Acetonitrile, Dichloromethane, Ethyl Acetate, Methanol, Tetrahydrofuran
- form
- Solution
- pka
- -6.10±0.70(Predicted)
- color
- Colorless to yellow
- InChI
- InChI=1S/C9H13NO2/c1-9(2,3)12-8(11)10-6-4-5-7-10/h4-7H,1-3H3
- InChIKey
- IZPYBIJFRFWRPR-UHFFFAOYSA-N
- SMILES
- N1(C(OC(C)(C)C)=O)C=CC=C1
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 425834
- Product name
- N-Boc-pyrrole
- Purity
- 98%
- Packaging
- 25ml
- Price
- $67.2
- Updated
- 2025/07/31
- Product number
- 425834
- Product name
- N-Boc-pyrrole
- Purity
- 98%
- Packaging
- 100ml
- Price
- $237
- Updated
- 2025/07/31
- Product number
- P997900
- Product name
- Pyrrole-1-carboxylicAcidtert-ButylEster
- Packaging
- 10g
- Price
- $115
- Updated
- 2021/12/16
- Product number
- FB140531
- Product name
- tert-Butyl 1H-pyrrole-1-carboxylate
- Packaging
- 50g
- Price
- $150
- Updated
- 2021/12/16
- Product number
- 150363
- Product name
- tert-Butyl 1H-pyrrole-1-carboxylate
- Purity
- 95%
- Packaging
- 100g
- Price
- $98
- Updated
- 2021/12/16
N-T-BOC-PYRROLE Chemical Properties,Usage,Production
Chemical Properties
Colorless liquid
Uses
Pyrrole-1-carboxylic Acid tert-Butyl Ester is an intermediate in the synthesis of pyrrole derived anti-cancer Agent.
Uses
N-Boc-pyrrole was used in the synthesis of 1-(tert-butoxycarbonyl)-1H-pyrrol-2-ylboronic acid by treating with n-BuLi and subsequent reaction with trimethyl borate.
It may be used as starting material in the synthesis of the following:
- tropane drivatives
- N-boc-2-(4-methoxyphenyl)pyrrole
- N-boc-pyrrol-2-ylboronic acid
Synthesis Reference(s)
The Journal of Organic Chemistry, 31, p. 764, 1966 DOI: 10.1021/jo01341a027
General Description
N-Boc-pyrrole is an N-protected pyrrole. It undergoes Diels–Alder reaction with enantiomerically pure allene-1,3-dicarboxylates to form endo-adducts with retention in configurations at two newly generated stereogenic centers. It also undergoes cyclopropanation with methyl phenyldiazoacetate to form both monocyclopropane and dicyclopropane. Its Ir-catalyzed C-H borylation followed by cross coupling with 3-chlorothiophene to form biheterocycle has been reported.
Synthesis
109-97-7
24424-99-5
5176-27-2
General procedure for the synthesis of tert-butyl 1-pyrrolecarboxylate from pyrrole and di-tert-butyl dicarbonate: di-tert-butyl dicarbonate (Boc2O, 9.8 g, 44.7 mmol) and triethylamine (TEA, 6.3 mL, 44.7 mmol) were added sequentially to a solution of pyrrole (3.0 g, 29.8 mmol) in dichloromethane (DCM, 15 mL). The reaction mixture was stirred at room temperature for 2 hours. Upon completion of the reaction, extraction was performed with dichloromethane (2 x 400 mL) and water (400 mL). The organic layers were combined, dried over anhydrous magnesium sulfate (MgSO4) and concentrated under reduced pressure to afford tert-butyl 1-pyrrolecarboxylate (26) as a white solid (7.5 g). Yield: 94%; 1H NMR (300 MHz, CDCl3) δ (ppm): 7.26 (s, 2H), 7.24 (t, J=2.4 Hz, 1H), 6.22 (t, J=2.4 Hz, 1H), 1.60 (d, J=11.7 Hz, 9H); ESI-MS [M+H]+=169.0.
References
[1] European Journal of Organic Chemistry, 2005, # 11, p. 2207 - 2212
[2] Angewandte Chemie - International Edition, 2015, vol. 54, # 52, p. 15739 - 15743
[3] Angew. Chem., 2015, vol. 127, # 52, p. 15965 - 15969,5
[4] European Journal of Medicinal Chemistry, 2011, vol. 46, # 4, p. 1153 - 1164
[5] Medicinal Chemistry, 2018, vol. 14, # 5, p. 485 - 494
N-T-BOC-PYRROLE Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from N-T-BOC-PYRROLE manufacturers
- Product
- N-T-BOC-PYRROLE 5176-27-2
- Price
- US $7.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- JD 832
- Release date
- 2019-09-02