(1-(tert-Butoxycarbonyl)-6-methoxy-1H-indol-2-yl)boronic acid

Basic Information

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CAS Number

850568-65-9

Molecular Formula

C14H18BNO5

Molecular Weight

291.11 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

Melting Point

100-103

Boiling Point

475.9°C at 760 mmHg

Density

1.19

Flash Point

241.6°C

Refractive Index

1.535

SMILES

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B(C1=CC2=C(N1C(=O)OC(C)(C)C)C=C(C=C2)OC)(O)O

InChI

InChI=1S/C14H18BNO5/c1-14(2,3)21-13(17)16-11-8-10(20-4)6-5-9(11)7-12(16)15(18)19/h5-8,18-19H,1-4H3

InChIKey

ATIJYIUOXDCYTN-UHFFFAOYSA-N

LogP

1.1128999999999998

Topological Polar Surface Area

80.91999999999999 Å²

Hydrogen Bond Donor/Acceptor

2 / 6

Complexity

384

Safety Information

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Hazard Statement

Synonyms & References

English

(1-(tert-Butoxycarbonyl)-6-methoxy-1H-indol-2-yl)boronic acid
1-Boc-6-Methoxyindole-2-Boronic Acid
[6-methoxy-1-[(2-methylpropan-2-yl)oxycarbonyl]indol-2-yl]boronic acid
1H-Indole-1-carboxylic acid, 2-borono-6-methoxy-, 1-(1,1-dimethylethyl) ester
(1-(tert-butoxycarbonyl)-6-methoxy-1H-indol-2-yl)boronic acid
1-(tert-butoxycarbonyl)-6-methoxy-1H-indol-2-ylboronic acid
BS-25898
AB26423
1-Boc-6-methoxyindole-2-boronic acid, AldrichCPR
1-(t-butoxycarbonyl)-6-methoxy-2-indolylboronic acid
1-TERT-BUTOXYCARBONYL-6-METHOXYINDOLE-2-BORONIC ACID
DTXSID60624589
CS-0002249
ATIJYIUOXDCYTN-UHFFFAOYSA-N
MFCD06659830
AKOS015836500
SCHEMBL513258
850568-65-9
6-Methoxy-1H-indole-2-boronic acid, N-BOC protected
D97523
[1-(tert-butoxycarbonyl)-6-methoxy-1H-indol-2-yl]boronic acid
1-Boc-6-methoxyindole-2-boronic acid
(1-(tert-Butoxycarbonyl)-6-methoxy-1H-indol-2-yl)boronicacid
1-(tert-butoxycarbonyl)-6-methoxyindol-2-ylboronic acid

MDL Number

MFCD06659830

Customs Code

2933990090

FAQ

What are the physical and chemical properties of (1-(tert-Butoxycarbonyl)-6-methoxy-1H-indol-2-yl)boronic acid (CAS: 850568-65-9)?

(1-(tert-Butoxycarbonyl)-6-methoxy-1H-indol-2-yl)boronic acid is a crystalline solid with a high molecular weight. It has limited water solubility and exhibits good reactivity in Suzuki coupling reactions. This compound is stable under normal laboratory conditions but reacts with acids and bases to form less stable derivatives.

How is (1-(tert-Butoxycarbonyl)-6-methoxy-1H-indol-2-yl)boronic acid (CAS: 850568-65-9) typically synthesized?

(1-(tert-Butoxycarbonyl)-6-methoxy-1H-indol-2-yl)boronic acid is commonly synthesized via a boronate ester formation step, starting from 6-methoxy-1H-indole and tert-butoxycarbonyl chloride. The reaction is typically performed in the presence of a base such as triethylamine, and the product is isolated and purified using standard techniques like column chromatography.

What industries use (1-(tert-Butoxycarbonyl)-6-methoxy-1H-indol-2-yl)boronic acid (CAS: 850568-65-9)?

(1-(tert-Butoxycarbonyl)-6-methoxy-1H-indol-2-yl)boronic acid finds applications in the pharmaceutical industry for the synthesis of complex organic molecules. It is also used in the polymer industry for the development of functional polymers and in the electronics sector for the fabrication of organic semiconductors.

What precautions should be taken when handling (1-(tert-Butoxycarbonyl)-6-methoxy-1H-indol-2-yl)boronic acid (CAS: 850568-65-9)?

When handling (1-(tert-Butoxycarbonyl)-6-methoxy-1H-indol-2-yl)boronic acid, it is essential to wear appropriate personal protective equipment (PPE), including gloves and safety goggles. Work should be conducted in a fume hood to minimize inhalation risks. Spills should be cleaned up using appropriate absorbent materials, and the area should be well-ventilated. Always refer to the Safety Data Sheet (SDS) for detailed handling and safety instructions.