tert-Butyl (cis-3-hydroxycyclobutyl)carbamate

Name: tert-Butyl (cis-3-hydroxycyclobutyl)carbamate
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CAS No. 389890-43-1
Cat. No. CS-W004792
Purity≥98%
MDL No.MFCD09038208

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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 (cis-3-hydroxycyclobutyl)carbamate|CS-W004792

Structure of 389890-43-1

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General Information

CAS No. 389890-43-1
Cat. No. CS-W004792
Purity ≥98%
MDL No. MFCD09038208
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₇NO₃
Molecular Weight 187.24
Synonym(s) (CIS) TERT-BUTYL-3-HYDROXYCYCLOBUTYL CARBAMATE
SMILES O=C(OC(C)(C)C)N[C@H]1C[C@@H](O)C1

Description

tert-Butyl (cis-3-hydroxycyclobutyl)carbamate features a stereochemically defined cyclobutane scaffold with a hydroxyl group in the cis configuration, offering enhanced stability and predictable reactivity. This bench-stable carbamate derivative facilitates efficient incorporation into complex molecular architectures, particularly in medicinal chemistry campaigns requiring constrained ring systems. The protecting group enables selective deprotection under mild conditions, streamlining synthetic sequences involving sensitive intermediates.

Application

tert-Butyl (cis-3-hydroxycyclobutyl)carbamate serves as a stable, bench-friendly building block for cyclobutane-containing scaffolds. The cis-configured hydroxyl group enables selective functionalization and acts as a handle for derivatization, while the tert-butyl carbamate moiety provides orthogonal protection for amine synthesis. Its compatibility with standard coupling reactions and ease of deprotection facilitates efficient access to functionalized cyclobutanes in medicinal chemistry and process development workflows.

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 : H315-H319-H335
Precautionary Statements : P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 58.56
LogP 1.0344
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Alcohol

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Fatty ring compounds Cyclobutane compounds

Key Words

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tert-Butyl (cis-3-hydroxycyclobutyl)carbamate

CAS No. 389890-43-1

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