N-Boc-cis-4-Hydroxy-D-proline

CAS No. 135042-12-5
Cat. No. CS-W002887
Purity≥97%
MDL No.MFCD02094407

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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N-Boc-cis-4-Hydroxy-D-proline|CS-W002887

Structure of 135042-12-5

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Description

N-Boc-cis-4-Hydroxy-D-proline is a stereochemically defined proline derivative featuring a cis-configured hydroxyl group at the C4 position and a robust Boc protecting group. This configuration enhances its utility in peptide synthesis, particularly for incorporating constrained D-hydroxyproline motifs into bioactive sequences. The molecule exhibits excellent stability under standard bench conditions and facilitates efficient incorporation into cyclic or linear peptides without racemization.

Application

N-Boc-cis-4-Hydroxy-D-proline serves as a key chiral building block for the synthesis of peptidomimetics and bioactive heterocycles. Its cis-configured pyrrolidine ring and protected amine enable efficient incorporation into peptide backbones, while the 4-hydroxyl group facilitates downstream functionalization via oxidation or glycosylation. The Boc group ensures stability during storage and compatibility with standard coupling protocols, offering predictable reactivity in solid-phase and solution-phase synthesis.

General Information

CAS No. 135042-12-5
Cat. No. CS-W002887
Purity ≥97%
MDL No. MFCD02094407
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₇NO₅
Molecular Weight None
Synonym(s) None
SMILES CC(C)(C)OC(N1[C@H](C[C@H](C1)O)C(O)=O)=O

Computational Chemistry Data

TPSA 87.07
LogP 0.4413
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 1

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-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Other Classifications

Building Blocks Functional Group Boc

Building Blocks Functional Group Alcohol

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Aliphatic heterocycle compounds Pyrrolidine compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Life Science Amino Acids and their Derivatives Proline and derivatives

Life Science ADC Related Compound Non-cleavable linker

Chemical Biology Pharmaceutical Development and Drug Discovery Research Peptide Chemistry Amino Acid Derivatives

Chemical Biology Pharmaceutical Development and Drug Discovery Research Peptide Chemistry Unnatural Amino Acid Derivatives

Chemical Biology Pharmaceutical Development and Drug Discovery Research Reagents Peptide Chemistry Unnatural Amino Acid Derivatives

Chemical Biology Pharmaceutical Development and Drug Discovery Research Reagents Antibody-Drug Conjugates (ADC) Preparation Research Reagents Cross-Linkers

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Biochemistry Biochemicals and Reagents Antibody-Drug Conjugates (ADC) Preparation Research Reagents Cross-Linkers

Biochemistry Pharmaceutical Development and Drug Discovery Research Antibody-Drug Conjugates (ADC) Preparation Research Reagents Cross-Linkers

Key Words

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N-Boc-cis-4-Hydroxy-D-proline

CAS No. 135042-12-5

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