(1R,3S,4S)-tert-butyl 3-(6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d]imidazol-2-yl)-2-azabicyclo[2.2.1]heptane-2-carboxylate

Basic Information

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CAS Number

1256387-87-7

Molecular Formula

C24H34BN3O4

Molecular Weight

439.37 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

Laboratory Chemicals Research Chemicals Biochemical Reagents

Basic Physical Properties

SMILES

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B1(OC(C(O1)(C)C)(C)C)C2=CC3=C(C=C2)N=C(N3)C4C5CCC(C5)N4C(=O)OC(C)(C)C

InChI

InChI=1S/C24H34BN3O4/c1-22(2,3)30-21(29)28-16-10-8-14(12-16)19(28)20-26-17-11-9-15(13-18(17)27-20)25-31-23(4,5)24(6,7)32-25/h9,11,13-14,16,19H,8,10,12H2,1-7H3,(H,26,27)/t14-,16+,19-/m0/s1

InChIKey

MYPUONINDNZBTH-GMBSWORKSA-N

LogP

4.322600000000004

Topological Polar Surface Area

76.68 Å²

Hydrogen Bond Donor/Acceptor

1 / 7

Complexity

738

Safety Information

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Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Synonyms & References

English

(1R,3S,4S)-3-[6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazol-2-yl]-2-azabicyclo[2.2.1]heptane-2-carboxylic acid 1,1-dimethylethyl ester
(1R,3S,4S)-tert-Butyl 3-(6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d]imidazol-2-yl)-2-azabicyclo[2.2.1]heptane-2-carboxylate
3-{6-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenyl]-1H-benzoimidazol-2-yl}-2-aza-bicyclo[2.2.1]heptane-2-carboxylic acid tert-butyl ester
2-Azabicyclo[2.2.1]heptane-2-carboxylic acid, 3-[6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazol-2-yl]-, 1,1-dimethylethyl ester, (1R,3S,4S)-
tert-butyl (1R,3S,4S)-3-[6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-1,3-benzodiazol-2-yl]-2-azabicyclo[2.2.1]heptane-2-carboxylate
tert-butyl (1S,2S,4R)-2-[6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazol-2-yl]-3-azabicyclo[2.2.1]heptane-3-carboxylate
SCHEMBL2707680
(1R,3S,4S)-2-tert-butyl-3-(6-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[D]iMidazol-2-yl)-2-azabicyclo[2.2.1]heptane-2-carboxylate
MYPUONINDNZBTH-GMBSWORKSA-N
tert-butyl (1R,3S,4S)-3-[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-1,3-benzodiazol-2-yl]-2-azabicyclo[2.2.1]heptane-2-carboxylate
(2-((1R,3S,4S)-2-(tert-Butoxycarbonyl)-2-azabicyclo[2.2.1]heptan-3-yl)-1H-benzo[d]imidazol-6-yl)boronic acid pinacol ester
(1R,3S,4S)-tert-butyl 3-(6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d]imidazol-2-yl)-2-azabicyclo[2.2.1]heptane-2-carboxylate
tert-butyl (1R,3S,4S)-3-[6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazol-2-yl]-2-azabicyclo[2.2.1]heptane-2-carboxylate
AKOS032949634
1256387-87-7
C24H34BN3O4
tert-butyl (1R,3S,4S)-3-[6-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-1,3-benzodiazol-2-yl]-2-azabicyclo[2.2.1]heptane-2-carboxylate
AC-28974
MFCD28386938
(1R,3S,4S)-tert-butyl3-(6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d]imidazol-2-yl)-2-azabicyclo[2.2.1]heptane-2-carboxylate
AKOS027254314
F30001
DS-10372
CS-M3581

MDL Number

MFCD28386938

FAQ

What are the physical and chemical properties of (1R,3S,4S)-tert-butyl 3-(6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d]imidazol-2-yl)-2-azabicyclo[2.2.1]heptane-2-carboxylate (CAS: 1256387-87-7)?

The compound has a crystalline form suitable for solid-state applications. Its molecular weight is approximately 494.5 g/mol. It is slightly soluble in water but has good solubility in polar organic solvents like dimethylformamide (DMF) and dimethyl sulfoxide (DMSO). Reactivity is moderate, with potential for hydrolysis under basic conditions. It is stable to heat and light but should be stored in the dark to prevent degradation.

How is (1R,3S,4S)-tert-butyl 3-(6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d]imidazol-2-yl)-2-azabicyclo[2.2.1]heptane-2-carboxylate (CAS: 1256387-87-7) typically synthesized?

This compound is typically synthesized via a multistep process involving the coupling of an azabicycline and a 1,3,2-dioxaborolane derivative under basic conditions. The reaction uses a palladium catalyst and is conducted in the presence of a base such as potassium carbonate. The yield is generally moderate to good, with high selectivity to the desired enantiomer. Detailed procedures can be found in relevant chemical literature.

What industries use (1R,3S,4S)-tert-butyl 3-(6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d]imidazol-2-yl)-2-azabicyclo[2.2.1]heptane-2-carboxylate (CAS: 1256387-87-7)?

This compound is primarily used in pharmaceuticals for drug synthesis, particularly in the development of new therapeutic agents. It also finds applications in polymer science for the synthesis of novel materials, and in sensor technology for detecting specific chemical compounds. Its potential in semiconductor manufacturing as a precursor is also under exploration.

What precautions should be taken when handling (1R,3S,4S)-tert-butyl 3-(6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d]imidazol-2-yl)-2-azabicyclo[2.2.1]heptane-2-carboxylate (CAS: 1256387-87-7)?

Proper personal protective equipment (PPE) such as gloves, goggles, and a lab coat should be worn when handling this compound. It should be stored in a cool, dry place away from direct sunlight. Spills should be cleaned up with caution, using appropriate absorbent materials. In case of skin contact, wash thoroughly with soap and water. Refer to the Safety Data Sheet (SDS) for specific handling and disposal instructions. This compound is not flammable but may decompose under strong acidic or basic conditions.