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135884-31-0

1-tert-Butoxycarbonyl-2-pyrrolylboronic acid

CAS: 135884-31-0

Molecular Formula: C9H14BNO4

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135884-31-0 - Names and Identifiers

Name 1-tert-Butoxycarbonyl-2-pyrrolylboronic acid
Synonyms 1-propylpyrrolidine
BOC-2-PYRRYL-BORONIC ACID
BOC-PYRROLE-2-BORONIC ACID
N-Boc-2-pyrroleboronic acid
N-Boc-2-pyrryl-boronic acid
1-Boc-2-pyrrolylboronic acid
N-Boc-Pyrrole-2-Boronic Acid
1-Boc-pyrrole-2-boronic acid
1-N-BOC-PYRROLE-2-BORONIC ACID
1-(T-BOC)PYRROLE-2-BORONIC ACID
1-(T-BUTOXYCARBONYL)PYRROLE-2-BORONIC ACID
1-(t-Butoxycarbonyl)pyrrole-2-boronic acid
1-tert-Butoxycarbonyl-2-pyrrolylboronic acid
1-TERT-BUTOXYCARBONYL-2-PYRROLYLBORONIC ACID
1-(TERT-BUTOXYCARBONYL)PYRROLE-2-BORONIC ACID
1-(TERT-BUTOXYCARBONYL)-1H-PYRROLE-2-BORONIC ACID
1-(tert-Butoxycarbonyl)-1H-pyrrol-2-ylboronic acid
2-Borono-1H-pyrrole-1-carboxylic acid 1-(1,1-dimethylethyl) ester
CAS 135884-31-0
InChI InChI=1/C9H14BNO4/c1-9(2,3)15-8(12)11-6-4-5-7(11)10(13)14/h4-6,13-14H,1-3H3
InChIKey ZWGMJLNXIVRFRJ-UHFFFAOYSA-N

135884-31-0 - Physico-chemical Properties

Molecular FormulaC9H14BNO4
Molar Mass211.02
Density1.13±0.1 g/cm3(Predicted)
Melting Point93-98 °C (dec.) (lit.)
Boling Point361.4±52.0 °C(Predicted)
Flash Point172.4°C
Solubility Chloroform, Ethyl Acetate
Vapor Presure7.46E-06mmHg at 25°C
AppearanceSolid
Colorgray solid
BRN7993875
pKa8.47±0.53(Predicted)
Storage Condition-20°C
Refractive Index1.494
MDLMFCD01318939

135884-31-0 - Risk and Safety

Risk CodesR36/37/38 - Irritating to eyes, respiratory system and skin.
R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed.
Safety DescriptionS37/39 - Wear suitable gloves and eye/face protection
S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36 - Wear suitable protective clothing.
WGK Germany3
FLUKA BRAND F CODES10-21
TSCANo
HS Code29339900
Hazard NoteIrritant
Hazard ClassKEEP COLD

135884-31-0 - Reference Information

introduction 1-Boc-pyrrole -2-boric acid looks beige-light brown powder at room temperature and pressure, belonging to heterocyclic aromatic compounds, which can be used as intermediates in organic synthesis. 1-Boc-pyrrole-2-boric acid is a commercial organic synthon, which is used in common organic solvents such as dimethyl sulfoxide, N,N-dimethylformamide, ethyl acetate, dichloromethane The solubility is better, but the solubility in water is poor.
Uses 1-Boc-pyrrole-2-boric acid is a common organic synthon, the main purpose is to participate in chiral drug molecules as a molecular skeleton And in the synthesis of biologically active molecules. Boric acid on the pyrrole ring can participate in Suzuki coupling, and a series of aryl, alkyl groups are attached to the second position of pyrrole. In addition, boric acid can also be oxidized to become hydroxyl groups under the oxidation of nitrogen oxides, and finally 2-oxo-2, 5-dihydro-pyrrole-1-carboxylic acid is obtained after tautomerization. Butyl ester.
Synthesis method
For the synthesis of 1-Boc-pyrrole -2-boric acid, the conventional synthesis method is to start from the pyrrole protected by Boc, the precursor of its hydroxyl group, and remove the hydrogen of the carbon atom at position 2 under the action of an appropriate strong base (such as LDA) to obtain the corresponding organolithium reagent, and then add trimethyl borate, finally, it can be obtained by hydrolysis. It should be noted that the hydrogen extraction process needs to be carried out at ultra-low temperature, generally requiring -78 ℃.
Last Update:2024-04-09 02:00:06
135884-31-0
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