tert-Butyl (1-cyano-2-hydroxyethyl)carbamate

Name: tert-Butyl (1-cyano-2-hydroxyethyl)carbamate
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CAS No. 130780-94-8
Cat. No. CS-0528545
Purity≥95%
MDL No.None

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tert-Butyl (1-cyano-2-hydroxyethyl)carbamate|CS-0528545

Structure of 130780-94-8

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Description

tert-Butyl (1-cyano-2-hydroxyethyl)carbamate features a cyano group flanked by a hydroxyl-bearing carbon and a stable tert-butyl carbamate moiety. This combination enables selective protection of alcohols in complex molecule synthesis, where the nitrile serves as a handle for downstream functionalization. The compound exhibits enhanced stability under standard bench conditions and tolerates common reaction environments.

Application

tert-Butyl (1-cyano-2-hydroxyethyl)carbamate serves as a versatile bifunctional building block in synthetic organic chemistry, enabling the sequential introduction of both nitrile and hydroxyl functionalities. Its tert-butyl carbamate group provides reliable protection for amines under standard conditions, while the pendant cyano and hydroxyl groups offer orthogonal handles for further derivatization. The compound exhibits excellent bench stability and facilitates efficient purification, making it well-suited for use in multi-step syntheses, particularly in the construction of complex heterocycles and bioactive scaffolds.

General Information

CAS No. 130780-94-8
Cat. No. CS-0528545
Purity ≥95%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₁₄N₂O₃
Molecular Weight 186.21
Synonym(s) Carbamic acid, (1-cyano-2-hydroxyethyl)-, 1,1-dimethylethyl ester (9CI)
SMILES O=C(OC(C)(C)C)NC(C#N)CO

Computational Chemistry Data

TPSA 82.35
LogP 0.39558
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 2

Safety Information

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GHS Pictogram : N/A	GHS No : N/A
Signal Word : N/A	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : N/A
Precautionary Statements : N/A

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Other Classifications

Building Blocks Functional Group Alcohol

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Skeleton Fatty chain compounds

Key Words

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tert-Butyl (1-cyano-2-hydroxyethyl)carbamate

CAS No. 130780-94-8

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