tert-Butyl N-[(3R,6S)-6-(hydroxymethyl)oxan-3-yl]carbamate

Name: tert-Butyl N-[(3R,6S)-6-(hydroxymethyl)oxan-3-yl]carbamate
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CAS No. 603130-12-7
Cat. No. CS-0012701
Purity≥97%
MDL No.MFCD27987051

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tert-Butyl N-[(3R,6S)-6-(hydroxymethyl)oxan-3-yl]carbamate|CS-0012701

Structure of 603130-12-7

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General Information

CAS No. 603130-12-7
Cat. No. CS-0012701
Purity ≥97%
MDL No. MFCD27987051
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₂₁NO₄
Molecular Weight 231.29
Synonym(s) 1,5-Anhydro-2,3,4-trideoxy-2-[[(1,1-dimethylethoxy)carbonyl]amino]-D-erythrohexitol
SMILES O=C(OC(C)(C)C)N[C@H]1CO[C@H](CO)CC1

Description

This tert-butyl N-[(3R,6S)-6-(hydroxymethyl)oxan-3-yl]carbamate features a chiral oxane scaffold with a pendant hydroxymethyl group and a bench-stable carbamate protecting group. The stereochemistry at C3 and C6 ensures high diastereoselectivity in downstream transformations. This configuration enables reliable incorporation into complex carbohydrate mimetics and glycosylation intermediates under standard conditions.

Application

tert-Butyl N-[(3R,6S)-6-(hydroxymethyl)oxan-3-yl]carbamate serves as a versatile chiral building block for the synthesis of oxanoid-containing scaffolds. The protected amine and pendant primary alcohol enable sequential functionalization in medicinal chemistry workflows. Its bench-stable nature and compatibility with standard coupling and reduction protocols facilitate efficient access to complex heterocycles and glycomimetics.

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362+P364

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Computational Chemistry Data

TPSA 67.79
LogP 1.051
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 2

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 Tetrahydropyran compounds

Key Words

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tert-Butyl N-[(3R,6S)-6-(hydroxymethyl)oxan-3-yl]carbamate

CAS No. 603130-12-7

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