(E)-tert-Butyl (4-hydroxybut-2-en-1-yl)carbamate

Name: (E)-tert-Butyl (4-hydroxybut-2-en-1-yl)carbamate
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CAS No. 104700-42-7
Cat. No. CS-0196472
Purity≥95%
MDL No.None

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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+

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(E)-tert-Butyl (4-hydroxybut-2-en-1-yl)carbamate|CS-0196472

Structure of 104700-42-7

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Description

This (E)-tert-butyl (4-hydroxybut-2-en-1-yl)carbamate features a stable enolizable hydroxyl group conjugated to a vinyl carbamate, enabling selective functionalization under mild conditions. The tert-butyl carbamate moiety provides protection for amine intermediates, while the (E)-configured double bond ensures predictable stereochemical outcomes in downstream transformations. This compound serves as a key building block for complex heterocycles and bioactive molecule synthesis.

Application

(E)-tert-Butyl (4-hydroxybut-2-en-1-yl)carbamate serves as a versatile synthetic intermediate for the construction of functionalized heterocycles and bioactive scaffolds. The conjugated enol ether moiety enables efficient Michael additions and Diels–Alder reactions, while the protected hydroxyl and carbamate groups offer orthogonal reactivity. Bench-stable and readily purified by column chromatography, it facilitates streamlined access to γ-alkylated lactams and substituted pyrrolidines under standard conditions.

General Information

CAS No. 104700-42-7
Cat. No. CS-0196472
Purity ≥95%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₇NO₃
Molecular Weight 187.24
Synonym(s) Carbamic acid, (4-hydroxy-2-butenyl)-, 1,1-dimethylethyl ester, (E)- (9CI)
SMILES O=C(OC(C)(C)C)NC/C=C/CO

Computational Chemistry Data

TPSA 58.56
LogP 1.0596
H_Acceptors 3
H_Donors 2
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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Other Classifications

Building Blocks Functional Group Alcohol

Building Blocks Functional Group Olefins

Key Words

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(E)-tert-Butyl (4-hydroxybut-2-en-1-yl)carbamate

CAS No. 104700-42-7

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