tert-Butyl (S)-(1-hydroxypent-4-en-2-yl)carbamate

Name: tert-Butyl (S)-(1-hydroxypent-4-en-2-yl)carbamate
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CAS No. 116613-81-1
Cat. No. CS-0133771
Purity≥97%
MDL No.MFCD29042783

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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+
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tert-Butyl (S)-(1-hydroxypent-4-en-2-yl)carbamate|CS-0133771

Structure of 116613-81-1

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Description

This chiral carbamate features a tert-butyl-protected amine tethered to a hydroxypentenyl scaffold, enabling straightforward deprotection and functionalization. The allylic alcohol moiety supports stereoselective transformations, while the bulky tert-butyl group enhances stability and facilitates purification. Ideal for asymmetric synthesis and peptide coupling applications.

Application

tert-Butyl (S)-(1-hydroxypent-4-en-2-yl)carbamate serves as a versatile chiral building block for asymmetric synthesis, enabling efficient access to functionalized pyrrolidines and other nitrogen-containing heterocycles. The pendant hydroxyl group facilitates selective derivatization, while the terminal alkene supports downstream transformations such as olefin metathesis or epoxidation. Its bench-stable tert-butyl carbamate (Boc) protection ensures compatibility with standard peptide coupling conditions and broad functional group tolerance, making it well-suited for iterative synthetic sequences in medicinal chemistry and process development.

General Information

CAS No. 116613-81-1
Cat. No. CS-0133771
Purity ≥97%
MDL No. MFCD29042783
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₉NO₃
Molecular Weight 201.26
Synonym(s) Carbamic acid, N-[(1S)-1-(hydroxymethyl)-3-buten-1-yl]-, 1,1-dimethylethyl ester
SMILES C=CC[C@H](NC(OC(C)(C)C)=O)CO

Computational Chemistry Data

TPSA 58.56
LogP 1.4481
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 4

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-P280-P302+P352

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Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Alcohol

Building Blocks Functional Group Olefins

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Fatty chain compounds

Key Words

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tert-Butyl (S)-(1-hydroxypent-4-en-2-yl)carbamate

CAS No. 116613-81-1

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