tert-Butyl (R)-(1-hydroxy-3-methoxypropan-2-yl)carbamate

Name: tert-Butyl (R)-(1-hydroxy-3-methoxypropan-2-yl)carbamate
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CAS No. 183793-49-9
Cat. No. CS-0469261
Molecule weight205.25
Purity≥98%
MDL No.MFCD20261174

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tert-Butyl (R)-(1-hydroxy-3-methoxypropan-2-yl)carbamate|CS-0469261

Structure of 183793-49-9

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General Information

CAS No. 183793-49-9
Cat. No. CS-0469261
Purity ≥98%
MDL No. MFCD20261174
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₉NO₄
Molecular Weight 205.25
Synonym(s) N-Boc-(R)-2-Amino-3-methoxy-1-propanol
SMILES O=C(OC(C)(C)C)N[C@@H](COC)CO

Description

(R)-tert-Butyl(1-hydroxy-3-methoxypropan-2-yl)carbamic acid features a chiral, bench-stable β-hydroxy carbamate scaffold with enhanced solubility from the methoxy group. This configuration enables selective incorporation into peptide mimetics and bioactive scaffolds, where its hydroxyl and carbamate functionalities serve as key sites for downstream derivatization under mild conditions.

Application

(R)-tert-Butyl(1-hydroxy-3-methoxypropan-2-yl)carbamic acid serves as a chiral building block for the synthesis of β-hydroxy amino alcohols and related scaffolds. Its stability under standard synthetic conditions, combined with orthogonal functionality—tert-butoxycarbonyl (Boc) protection and pendant hydroxyl/methoxy groups—enables selective transformations in peptide and heterocyclic chemistry. The stereochemistry at the C1 position ensures predictable diastereoselectivity in downstream reactions.

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 70
LogP 0.7722
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 4

Other Classifications

Building Blocks Functional Group Alcohol

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Fatty chain compounds

Key Words

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tert-Butyl (R)-(1-hydroxy-3-methoxypropan-2-yl)carbamate

CAS No. 183793-49-9

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