Tert-butyl-dimethyl-pent-4-ynoxy-silane

Name: Tert-butyl-dimethyl-pent-4-ynoxy-silane
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CAS No. 61362-77-4
Cat. No. CS-0309758
Purity≥95%
MDL No.MFCD28053541

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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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+

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Tert-butyl-dimethyl-pent-4-ynoxy-silane|CS-0309758

Structure of 61362-77-4

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Description

Tert-butyl-dimethyl-pent-4-ynoxy-silane features a terminal alkyne group flanked by a bulky tert-butyl group and a dimethylsilyl moiety, providing enhanced stability and steric protection. This combination enables efficient coupling in cross-coupling reactions under mild conditions, with the silyl group serving as a robust protecting group for oxygen nucleophiles. The molecule’s bench-stable nature facilitates handling in air-sensitive transformations.

Application

Tert-butyl-dimethyl-pent-4-ynoxy-silane serves as a robust silyl protecting group for alcohols, offering high stability under basic conditions and efficient removal with fluoride sources. Its bulky tert-butyl group enhances steric protection, while the terminal alkyne enables further functionalization via copper-catalyzed coupling reactions. This reagent facilitates orthogonal protection strategies in complex molecule synthesis and is particularly valuable in iterative synthetic sequences requiring selective deprotection and functional group interconversions.

General Information

CAS No. 61362-77-4
Cat. No. CS-0309758
Purity ≥95%
MDL No. MFCD28053541
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₂₂OSi
Molecular Weight 198.38
Synonym(s) None
SMILES C#CCCCO[Si](C)(C)C(C)(C)C

Computational Chemistry Data

TPSA 9.23
LogP 3.4216
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 4

Safety Information

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GHS Pictogram :	GHS No : GHS02,GHS07
Signal Word : Danger	UN#: 1993
Class : 3	Packing Group : Ⅲ
Hazard Statements : H225-H315-H319
Precautionary Statements : P210-P233-P240-P241-P242-P243-P264-P280-P302+P352-P362+P364-P370+P378-P501

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Other Classifications

Building Blocks Functional Group Organosilicon compounds

Building Blocks Skeleton Fatty chain compounds

Life Science Click Chemistry Reagents Alkyne

Life Science PROTAC PROTAC Linker

Chemical Biology Pharmaceutical Development and Drug Discovery Research Conjugation Chemistry/Click Chemistry Terminal Alkynes

Chemical Biology Pharmaceutical Development and Drug Discovery Research Reagents Proteolysis Targeting Chimera Research Reagents

Chemical Biology Conjugation Chemistry/Click Chemistry Terminal Alkynes

Chemical Biology Conjugation Chemistry/Click Chemistry Trialkoxysilane Azides/Alkynes

Biochemistry Pharmaceutical Development and Drug Discovery Research Proteolysis Targeting Chimera Research Reagents

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Tert-butyl-dimethyl-pent-4-ynoxy-silane

CAS No. 61362-77-4

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