tert-Butyl N-[(2R)-but-3-yn-2-yl]carbamate

Name: tert-Butyl N-[(2R)-but-3-yn-2-yl]carbamate
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CAS No. 118080-82-3
Cat. No. CS-0048023
Purity≥98%
MDL No.MFCD18831560

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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+
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tert-Butyl N-[(2R)-but-3-yn-2-yl]carbamate|CS-0048023

Structure of 118080-82-3

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General Information

CAS No. 118080-82-3
Cat. No. CS-0048023
Purity ≥98%
MDL No. MFCD18831560
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₅NO₂
Molecular Weight 169.22
Synonym(s) (R)-tert-Butyl but-3-yn-2-ylcarbamate
SMILES C[C@@H](NC(=O)OC(C)(C)C)C#C

Description

tert-Butyl N-[(2R)-but-3-yn-2-yl]carbamate features a chiral propargylic alcohol moiety flanked by a sterically hindered tert-butyl carbamate group, enabling selective protection in asymmetric synthesis. The alkyne handle facilitates efficient coupling reactions under mild conditions, while the bench-stable carbamate remains intact through standard organic transformations.

Application

tert-Butyl N-[(2R)-but-3-yn-2-yl]carbamate serves as a versatile chiral building block for the synthesis of functionalized amino alcohols and nitrogen-containing heterocycles. Its propargylic carbamate functionality enables reliable copper-catalyzed azide-alkyne cycloaddition (CuAAC), while the tert-butyl carbamate group offers excellent stability and ease of removal under mild acidic conditions. The (2R)-stereochemistry provides defined stereocontrol in downstream transformations, making it valuable for medicinal chemistry and process-oriented synthesis.

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P301+P310-P302+P352-P304+P341-P312-P330-P363-P501

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Computational Chemistry Data

TPSA 38.33
LogP 1.5328
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Boc

Building Blocks Functional Group Amine

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

118080-82-3 sigma118080-82-3 manufacturer118080-82-3 price118080-82-3 structure118080-82-3 SDSbuy 118080-82-3118080-82-3 supplier118080-82-3 uses118080-82-3 molecular weightprice of 118080-82-3118080-82-3 chemical name formula of 118080-82-3

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tert-Butyl N-[(2R)-but-3-yn-2-yl]carbamate

CAS No. 118080-82-3

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