ChemicalBook > CAS DataBase List > N-T-BOC-PYRROLE

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

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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

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 26
WGK Germany: 3
HS Code: 2933998090

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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.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 425834
Product name: N-Boc-pyrrole
Purity: 98%
Packaging: 25ml
Price: $67.2
Updated: 2025/07/31

Sigma-Aldrich

Product number: 425834
Product name: N-Boc-pyrrole
Purity: 98%
Packaging: 100ml
Price: $237
Updated: 2025/07/31

TRC

Product number: P997900
Product name: Pyrrole-1-carboxylicAcidtert-ButylEster
Packaging: 10g
Price: $115
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FB140531
Product name: tert-Butyl 1H-pyrrole-1-carboxylate
Packaging: 50g
Price: $150
Updated: 2021/12/16

Matrix Scientific

Product number: 150363
Product name: tert-Butyl 1H-pyrrole-1-carboxylate
Purity: 95%
Packaging: 100g
Price: $98
Updated: 2021/12/16

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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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N-T-BOC-PYRROLE Suppliers

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View Lastest Price from N-T-BOC-PYRROLE manufacturers

Career Henan Chemical Co

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

5176-27-2, N-T-BOC-PYRROLERelated Search:

tert-butyl 3-endo-hydroxy-8-azabicyclo[3.2.1]octane-8-carboxylate 1-BOC-2,3-DIHYDRO-7-INDOLECARBALDEHYDE MORPHOLINE-3,4-DICARBOXYLIC ACID 4-TERT-BUTYL ESTER N-BOC-INDOLINE-7-CARBOXYLIC ACID 1-Boc-Pyrrolidine Fmoc-Trp(Boc)-OH TERT-BUTYL 5-BROMOINDOLE-1-CARBOXYLATE N-Boc-2-pyrroleboronic acid Z-TRP(BOC)-OH DCHA H-TRP(BOC)-OH Fmoc-D-Trp(Boc)-OH BOC-TRP(BOC)-OH 1-BOC-PYRROLE-2-BORONIC ACID, PINACOL ESTER H-D-TRP(BOC)-OH H-TRP(BOC)-OTBU HCL N-T-BOC-PYRROLE H-TRP(BOC)-2-CLTRT RESIN FMOC-TRP(BOC)-OPFP

TERT-BUTYL PYRROL-1-CARBOXYLATE

TERT-BUTYL 1-PYRROLECARBOXYLATE

N-T-BOC-PYRROLE

N-BOC-1H-PYRROLE

tert-butyl 1H-pyrrole-1-carboxylate

tert-butyl-pyrrole-carboxylate

N-Boc-Pyrrole

1-Boc-pyrrole

t-Butyl 1H-pyrrole-1-carboxylate

tert-butyl-pyrrole-carboxylate,98%

N-Boc-pyrrole,tert-Butyl 1-pyrrolecarboxylate

1H-Pyrrole-1-carboxylic acid, 1,1-diMethylethyl ester

N-T-BOC-PYRROLE-1

Pyrrole-1-carboxylic Acid tert-Butyl Ester

N-Boc-pyrrole 98%

Tert-Butyl 1H-Pyrrole-1-Carboxylate(WX690266)

1-pyrrolecarboxylic acid tert-butyl ester

tert-Butylpyrrole-1-carboxylate

N-(t-Butoxycarbonyl)pyrrole

N-tert-Butoxycarbonyl-1H-pyrrole

N-(tert-butyloxycarbonyl)pyrrole

N-tert-Butoxycarbonyl-1H-pyrrol

<I>N</I>-Boc-pyrrole

N-Boc-pyrrole, 97%, for synthesis

ate(WX690266)

e-1-CarboxyL

1-(tert-Butoxycarbonyl)pyrrole

5176-27-2

Heterocyclic Building Blocks

Pyrroles

Building Blocks

carboxylic ester

Building Blocks

Chemical Synthesis

Heterocyclic Building Blocks

Pyrroles