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CS-W001157 4
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Methyl (S)-2-((tert-butoxycarbonyl)amino)but-3-enoate

  • CAS No. 852693-74-4

  • Cat. No. CS-0697955
  • Purity≥95%
  • 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.

Methyl (S)-2-((tert-butoxycarbonyl)amino)but-3-enoate|CS-0697955

Structure of 852693-74-4

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Description

Methyl (S)-2-((tert-butoxycarbonyl)amino)but-3-enoate features a chiral α-amino ester scaffold with a conjugated enoate system, enabling efficient coupling in peptide synthesis. The tert-butyl carbamate group provides stable protection under standard conditions, while the methyl ester facilitates downstream derivatization. This bench-stable intermediate integrates readily into complex molecular architectures via Michael addition or palladium-catalyzed transformations.

Application

Methyl (S)-2-((tert-butoxycarbonyl)amino)but-3-enoate serves as a versatile chiral building block in peptide synthesis and medicinal chemistry. The protected α-amino acid moiety enables selective deprotection and coupling reactions, while the conjugated enoate ester facilitates Michael additions and palladium-catalyzed cross-couplings. Bench-stable and readily purified by chromatography, it functions effectively in the construction of peptidomimetics and heterocyclic scaffolds under standard reaction conditions.

General Information

  • CAS No. 852693-74-4
  • Cat. No. CS-0697955
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₇NO₄
  • Molecular Weight 215.25
  • Synonym(s) None
  • SMILES COC(=O)[C@@H](NC(=O)OC(C)(C)C)C=C

Computational Chemistry Data

  • TPSA   64.63
  • LogP   1.2387
  • 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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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