N-Boc-cis-4-hydroxy-L-proline

Name: N-Boc-cis-4-hydroxy-L-proline
Brand: ChemScene
Availability: InStock
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CAS No. 87691-27-8
Cat. No. CS-W002886
Purity≥95%
MDL No.MFCD02094406

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

An item is classified as a dangerous good if our website displays Hazardous Material (HazMat) information for it.

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N-Boc-cis-4-hydroxy-L-proline|CS-W002886

Structure of 87691-27-8

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Description

N-Boc-cis-4-hydroxy-L-proline features a stabilized cis-conformation ideal for peptide backbone engineering. The Boc-protected amine and hydroxylated pyrrolidine ring enable selective coupling and structural rigidity in synthetic sequences. This bench-stable derivative facilitates efficient incorporation into bioactive peptides under standard conditions.

Application

N-Boc-cis-4-hydroxy-L-proline serves as a key building block in peptide synthesis, enabling the incorporation of cis-4-hydroxyproline motifs with high stereocontrol. The Boc group provides robust protection of the α-amino functionality, offering excellent bench stability and compatibility with standard coupling protocols. Its hydroxyl group facilitates downstream functionalization and contributes to conformational rigidity in peptide backbones, making it particularly valuable for constructing collagen-mimetic sequences and bioactive peptides.

General Information

CAS No. 87691-27-8
Cat. No. CS-W002886
Purity ≥95%
MDL No. MFCD02094406
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

Download SDS

GHS Pictogram :	GHS No : GHS07,GHS09
Signal Word : Warning	UN#: 3077
Class : 9	Packing Group : Ⅲ
Hazard Statements : H315-H319-H335-H400
Precautionary Statements : P273-P302+P352

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 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 Amino Acid Derivatives

Biochemistry Biochemicals and Reagents Amino Acids N-Protected Amino Acids

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-L-proline

CAS No. 87691-27-8

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