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Tert-butyl 1-(2-chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethylcarbamate

CAS 1002310-00-0Formula C19H29BClNO4MW 381.7PubChem 57691125

This compound is a Boc-protected amine featuring a chloro-substituted phenyl ring and a pinacol boronate ester. It serves as a versatile building block in organic synthesis, particularly for constructing complex molecules via cross-coupling reactions for research purposes.

Loading RDKit molecule structure...
InChIKey: FVCJFSZQVPBGTE-UHFFFAOYSA-NC19H29BClNO4 | MW 381.7

Chemical Identity

Molecular Formula

C19H29BClNO4

Molecular Weight

381.7 g/mol

Exact Mass

381.187816

PubChem CID

57691125

IUPAC Name

tert-butyl N-[1-[2-chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]ethyl]carbamate

SMILES String

CC(NC(=O)OC(C)(C)C)c1ccc(B2OC(C)(C)C(C)(C)O2)cc1Cl

Names & Synonyms

tert-Butyl (1-(2-chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethyl)carbamateFVCJFSZQVPBGTE-UHFFFAOYSA-NA1-40498
External Identifiers
SCHEMBL2696818SCHEMBL9910116DA-16548

Catalog Overview

Tert-butyl 1-(2-chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethylcarbamate, with CAS 1002310-00-0, is a sophisticated organic intermediate. Its structure incorporates a tert-butyl carbamate (Boc) protecting group on an ethylamine, a chloro substituent on the phenyl ring, and a 4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl (pinacol boronate) group. This combination makes it highly valuable in synthetic chemistry, especially for palladium-catalyzed cross-coupling reactions such as Suzuki-Miyaura coupling, where the boronate ester acts as a nucleophilic coupling partner. The Boc group allows for selective deprotection...

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Read more catalog context

Tert-butyl 1-(2-chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethylcarbamate, with CAS 1002310-00-0, is a sophisticated organic intermediate. Its structure incorporates a tert-butyl carbamate (Boc) protecting group on an ethylamine, a chloro substituent on the phenyl ring, and a 4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl (pinacol boronate) group. This combination makes it highly valuable in synthetic chemistry, especially for palladium-catalyzed cross-coupling reactions such as Suzuki-Miyaura coupling, where the boronate ester acts as a nucleophilic coupling partner. The Boc group allows for selective deprotection of the amine, enabling further functionalization. Researchers utilize this compound as a key intermediate for the synthesis of pharmaceuticals, agrochemicals, and advanced materials for research-use applications.

Physical Data

Estimated

Estimated / predicted physical property values for catalog reference.

Appearance

White to off-white crystalline powder

Physical State

Solid

Melting Point

110.0 °C

Boiling Point

350.0 °C

Density

1.2 g/cm³

Water Solubility

Insoluble

Flash Point

180.0 °C

Applications / Classifications

Research intermediateCustom synthesis building block

Biological Target Reference

No verified biological target assignment. This compound is listed primarily as a research or synthetic intermediate.

Preliminary Safety-Style Reference

Preliminary

Preliminary safety-style information for reference only. Not a supplier SDS.

Handling and Storage
  • Handle with appropriate personal protective equipment, including gloves, eye protection, and a lab coat. Use in a well-ventilated area or under a fume hood to avoid inhalation. Avoid contact with skin and eyes. In case of contact, rinse immediately with plenty of water. Store in a cool, dry place, away from incompatible materials. Consult the Safety Data Sheet (SDS) for detailed hazard information and handling procedures.

Related Products / Graph Discovery

Related products, derivatives, keywords, and application cues for catalog discovery.

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