rel-tert-Butyl ((3R,4S)-4-hydroxytetrahydrofuran-3-yl)carbamate

Name: rel-tert-Butyl ((3R,4S)-4-hydroxytetrahydrofuran-3-yl)carbamate
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CAS No. 1430230-65-1
Cat. No. CS-0035989
Purity≥97%
MDL No.None

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rel-tert-Butyl ((3R,4S)-4-hydroxytetrahydrofuran-3-yl)carbamate|CS-0035989

Structure of 1430230-65-1

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General Information

CAS No. 1430230-65-1
Cat. No. CS-0035989
Purity ≥97%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₇NO₄
Molecular Weight 203.24
Synonym(s) trans-tert-butyl 4-hydroxytetrahydrofuran-3-ylcarbaMate
SMILES O=C(OC(C)(C)C)N[C@@H]1COC[C@H]1O

Description

This chiral tetrahydrofuran derivative features a bench-stable, moisture-tolerant tert-butyl carbamate group attached to a (3R,4S)-configured hydroxytetrahydrofuran scaffold. The stereochemistry enables precise incorporation into complex glycosyl donors and nucleoside analogs, while the protecting group facilitates selective deprotection under mild conditions.

Application

rel-tert-Butyl ((3R,4S)-4-hydroxytetrahydrofuran-3-yl)carbamate serves as a stereodefined building block for the synthesis of nucleoside analogs and bioactive heterocycles. The protected hydroxyl group enables selective functionalization, while the carbamate moiety provides stability and facilitates purification. Its defined stereochemistry supports reliable incorporation into complex molecular architectures via standard 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 : P261-P280-P304+P340

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Computational Chemistry Data

TPSA 67.79
LogP 0.2708
H_Acceptors 4
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 Aliphatic heterocycle compounds Tetrahydrofuran compounds

Key Words

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rel-tert-Butyl ((3R,4S)-4-hydroxytetrahydrofuran-3-yl)carbamate

CAS No. 1430230-65-1

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