(3AR,5R,6R,6aR)-5-(hydroxymethyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol

Name: (3AR,5R,6R,6aR)-5-(hydroxymethyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol
Brand: ChemScene
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CAS No. 37077-81-9
Cat. No. CS-0468330
Purity≥98%
MDL No.MFCD04038101

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(3AR,5R,6R,6aR)-5-(hydroxymethyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol|CS-0468330

Structure of 37077-81-9

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General Information

CAS No. 37077-81-9
Cat. No. CS-0468330
Purity ≥98%
MDL No. MFCD04038101
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₁₄O₅
Molecular Weight 190.19
Synonym(s) 1,2-O-Isopropylidene-α-D-ribofuranose
SMILES O[C@H]([C@@H](CO)O1)[C@@H](O2)[C@H]1OC2(C)C

Description

This tetrahydrofuro[2,3-d][1,3]dioxol derivative features a hydroxymethyl group and multiple stereocenters, enabling precise spatial control in complex molecule assembly. The molecule’s bench-stable, moisture-tolerant structure simplifies handling in synthetic workflows.

Application

(3aR,5R,6R,6aR)-5-(hydroxymethyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol serves as a versatile chiral building block for the synthesis of complex natural products and pharmaceutical intermediates. Its rigid bicyclic structure features orthogonal hydroxyl groups and a stable acetal moiety, enabling selective functionalization and protection strategies. The molecule exhibits excellent bench stability and facilitates efficient stereoselective transformations in multistep syntheses.

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-P302+P352-P304+P340-P330-P363-P501

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Computational Chemistry Data

TPSA 68.15
LogP -0.784
H_Acceptors 5
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aliphatic heterocycle compounds Tetrahydrofuran compounds

Building Blocks Skeleton Aliphatic heterocycle compounds Dioxolane compounds

Key Words

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(3AR,5R,6R,6aR)-5-(hydroxymethyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol

CAS No. 37077-81-9

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