trans-tert-Butyl ((1r,3r)-3-hydroxy-2,2,4,4-tetramethylcyclobutyl)carbamate

Name: trans-tert-Butyl ((1r,3r)-3-hydroxy-2,2,4,4-tetramethylcyclobutyl)carbamate
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CAS No. 1338812-41-1
Cat. No. CS-0054757
Purity≥95%
MDL No.MFCD20923769

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trans-tert-Butyl ((1r,3r)-3-hydroxy-2,2,4,4-tetramethylcyclobutyl)carbamate|CS-0054757

Structure of 1338812-41-1

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General Information

CAS No. 1338812-41-1
Cat. No. CS-0054757
Purity ≥95%
MDL No. MFCD20923769
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₂₅NO₃
Molecular Weight 243.34
Synonym(s) trans-tert-Butyl 3-hydroxy-2,2,4,4-(tetraMethyl)cyclobutylcarbaMate
SMILES O=C(OC(C)(C)C)N[C@H]1C(C)(C)[C@H](O)C1(C)C

Description

trans-tert-Butyl ((1r,3r)-3-hydroxy-2,2,4,4-tetramethylcyclobutyl)carbamate is a sterically hindered cyclobutane scaffold featuring a bench-stable carbamate protecting group and a chiral hydroxyl moiety. This configuration enables selective functionalization in asymmetric synthesis, particularly in the construction of complex polycyclic frameworks under mild conditions.

Application

trans-tert-Butyl ((1r,3r)-3-hydroxy-2,2,4,4-tetramethylcyclobutyl)carbamate serves as a sterically encumbered, bench-stable chiral building block for cyclobutane-based medicinal chemistry. The protected hydroxyl group enables selective functionalization, while the rigid trans-cyclobutane core imparts conformational constraint useful in target-directed synthesis. Its stability under standard reaction conditions facilitates downstream transformations, including cross-coupling and cyclization protocols.

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
Precautionary Statements : P264-P270-P330

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Computational Chemistry Data

TPSA 58.56
LogP 2.3066
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Boc

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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trans-tert-Butyl ((1r,3r)-3-hydroxy-2,2,4,4-tetramethylcyclobutyl)carbamate

CAS No. 1338812-41-1

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