Tel:

Email:

EN
Cat. No. Size / Unit Price Qty
CS-W001157 4
Total: USD 88.00

Tert-butyl methyl(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)carbamate

  • CAS No. 916587-44-5

  • Cat. No. CS-0174617
  • Purity≥95%
  • MDL No.None

*For research and further manufacturing use only, not for direct human use.

Tert-butyl methyl(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)carbamate|CS-0174617

Structure of 916587-44-5

Please choose your location and provide accurate information for you
Size Stock
Price Quantity

* Please select Quantity before adding items.

General Information

  • CAS No. 916587-44-5
  • Cat. No. CS-0174617
  • Purity ≥95%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₈H₂₈BNO₄
  • Molecular Weight 333.23
  • Synonym(s) t-Butyl-n-methyl-n-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]carbamate
  • SMILES CC(C)(OC(N(C1=CC=C(B2OC(C)(C(C)(O2)C)C)C=C1)C)=O)C

Description

Tert-butyl methyl(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)carbamate features a boronate ester group flanked by a sterically hindered tert-butyl carbamate and methyl substituent. This bench-stable reagent integrates readily into Suzuki-Miyaura coupling reactions under standard conditions, enabling efficient construction of biaryl architectures with minimal protodeboronation.

Application

Tert-butyl methyl(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)carbamate serves as a stable, bench-ready boron building block for Suzuki-Miyaura cross-coupling reactions. The tert-butyl carbamate (Boc) group provides excellent protection for primary amines, enabling orthogonal functionalization in complex molecule synthesis. Its tetramethylborolane moiety ensures high reactivity under standard coupling conditions, with broad functional group tolerance and ease of purification. This reagent facilitates efficient construction of biaryl scaffolds and is well-suited for iterative synthetic strategies in medicinal chemistry and process development.

Synthesis

  • Route1
    • In-stock
      4-(Boc-amino)benzeneboronic acid pinacol ester|CS-W000913
      330793-01-6
    • null|null
      74-88-4
    • ~72%
    • In-stock
      Tert-butyl methyl(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)carbamate|CS-0174617
      916587-44-5

    References

    • Taisho Pharmaceutical Co., Ltd.; Toyama Chemical Co., Ltd.; TAKASHIMA, Hajime; TSURUTA, Risa; YABUUCHI, Tetsuya; OKA, Yusuke; URABE, Hiroki; SUGA, Yoichiro; TAKAHASHI, Masato; UNEUCHI, Fumito; KOTSUBO, Hironori; SHOJI, Muneo; KAWAGUCHI, Yasuko Patent: EP2562155 A1, 2013 ; Location in patent: Paragraph 0222-0223 ;
  • Route2

    References

    • Lin, Chen; Drueckhammer, Dale G. New Journal of Chemistry, 2006 , vol. 30, # 12 p. 1725 - 1730
  • Route3

    References

    • New Journal of Chemistry, , vol. 30, # 12 p. 1725 - 1730

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H317-H413
Precautionary Statements : P261-P272-P273-P280-P302+P352-P363-P501

Quality Control

To search for quality control of cas , please enter both the product number and the lot/batch number.

Computational Chemistry Data

  • TPSA   48
  • LogP   3.3571
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   2

Other Classifications

Recently Viewed Products

Leave US a Message
Upload Pictures

Key Words

  • 916587-44-5 sigma916587-44-5 manufacturer916587-44-5 price916587-44-5 structure916587-44-5 SDSbuy 916587-44-5916587-44-5 supplier916587-44-5 uses916587-44-5 molecular weightprice of 916587-44-5916587-44-5 chemical name formula of 916587-44-5
This product is not sold in the region.
Confirm
How to get a Lot Number

Lot numbers can be found on the outside label of a product:

ChemScene Label