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tert-Butyl (E)-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)allyl)carbamate

  • CAS No. 468060-28-8

  • Cat. No. CS-0107772
  • Purity≥97%
  • MDL No.None
  • HazMat Fee +

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    If shipping is charged to your FedEx account, the HazMat fee will be billed directly by the courier. Otherwise, the fee will be included on your invoice. To help you avoid the HazMat fee, we can package a 5g order of a class 6.1 packing group I or II material as five separate 1g units, and a 100g order of any other dangerous good as four 25g units. This packaging adjustment will be made unless you instruct otherwise on your purchase order. Below, you will find the fee schedule from FedEx for handling hazardous materials.

    Type
    HazMat Fee
    Excepted Quantity $0.00
    FedEx Limited Quantities Ground $0.00
    Hazmat Ground shipping $50.00+
    Inaccessible (Haz class 6.1 or 9), Domestic $68.00+
    Accessible (Haz class 3, 4, 5 or 8), Domestic $158.00+
    Inaccessible (Haz class 6.1 or 9), International $108.00+
    Accessible (Haz class 3, 4, 5 or 8), International $238.00+

    An item is classified as a dangerous good if our website displays Hazardous Material (HazMat) information for it.

    There is a HazMat shipping fee for each item that qualifies as a dangerous good. Please contact our quotation team via email to confirm the details.

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

tert-Butyl (E)-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)allyl)carbamate|CS-0107772

Structure of 468060-28-8

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Description

tert-Butyl (E)-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)allyl)carbamate delivers a bench-stable, moisture-tolerant boronate handle with defined E-geometry. This allylboronate integrates seamlessly into cross-coupling reactions, enabling efficient construction of complex alkenyl architectures under standard conditions. The protecting group remains intact during catalytic transformations, simplifying purification and enhancing functional group compatibility.

Application

tert-Butyl (E)-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)allyl)carbamate serves as a stable, bench-ready allylboron building block for palladium-catalyzed cross-coupling reactions. Its E-configured vinyl boronate enables stereoselective C–C bond formation with aryl and vinyl halides, while the tert-butyl carbamate group provides excellent functional group tolerance and facilitates purification. This reagent is particularly valuable in the synthesis of complex alkenes and heterocyclic scaffolds within medicinal chemistry and process development workflows.

General Information

  • CAS No. 468060-28-8
  • Cat. No. CS-0107772
  • Purity ≥97%
  • MDL No. None
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₂₆BNO₄
  • Molecular Weight 283.17
  • Synonym(s) (E)-tert-butyl (3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)allyl)carbamate
  • SMILES O=C(NC/C=C/B1OC(C)(C(C)(C)O1)C)OC(C)(C)C

Computational Chemistry Data

  • TPSA   56.79
  • LogP   3.3348
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   3

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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