tert-Butyl 17-bromoheptadecanoate

Name: tert-Butyl 17-bromoheptadecanoate
Brand: ChemScene
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CAS No. 2428400-70-6
Cat. No. CS-0514170
Purity≥97%
MDL No.MFCD31728061

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tert-Butyl 17-bromoheptadecanoate|CS-0514170

Structure of 2428400-70-6

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General Information

CAS No. 2428400-70-6
Cat. No. CS-0514170
Purity ≥97%
MDL No. MFCD31728061
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₁H₄₁BrO₂
Molecular Weight 405.46
Synonym(s) None
SMILES O=C(OC(C)(C)C)CCCCCCCCCCCCCCCCBr

Description

tert-Butyl 17-bromoheptadecanoate features a long aliphatic chain terminated by a bromo-substituted ester group, enabling straightforward functionalization in late-stage modifications. This bench-stable reagent facilitates efficient coupling reactions and serves as a key intermediate in the synthesis of complex lipid analogs and bioactive molecules.

Application

tert-Butyl 17-bromoheptadecanoate serves as a versatile long-chain bromoester building block, enabling efficient late-stage functionalization via Pd-catalyzed cross-coupling reactions. Its tert-butyl ester group offers enhanced stability and ease of purification, while the terminal bromide facilitates reliable C–C bond formation under standard Suzuki, Stille, or Negishi conditions. Ideal for constructing complex lipid-like scaffolds and macrocyclic architectures in medicinal chemistry and materials science applications.

Safety Information

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Signal Word : N/A	UN#: N/A
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Computational Chemistry Data

TPSA 26.3
LogP 7.5745
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 16

Other Classifications

Building Blocks Functional Group Boc

Building Blocks Functional Group Bromide

Key Words

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tert-Butyl 17-bromoheptadecanoate

CAS No. 2428400-70-6

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