tans-4-Hydroxy-D-proline hydrochloride

Name: tans-4-Hydroxy-D-proline hydrochloride
Brand: ChemScene
Availability: InStock
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CAS No. 142347-81-7
Cat. No. CS-W003511
Purity≥97%
MDL No.MFCD08436165

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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+

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tans-4-Hydroxy-D-proline hydrochloride|CS-W003511

Structure of 142347-81-7

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General Information

CAS No. 142347-81-7
Cat. No. CS-W003511
Purity ≥97%
MDL No. MFCD08436165
Storage 4°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₁₀ClNO₃
Molecular Weight 167.59
Synonym(s) None
SMILES OC([C@H]1C[C@@H](CN1)O)=O.Cl

Description

trans-4-Hydroxy-D-proline (hydrochloride) is a stereochemically defined proline derivative featuring a hydroxyl group at the C4 position and D-configuration, offering enhanced conformational rigidity. This bench-stable form integrates readily into peptide synthesis workflows, where its constrained ring structure modulates backbone geometry and improves proteolytic resistance in bioactive sequences.

Application

trans-4-Hydroxy-D-proline (hydrochloride) serves as a stereochemically defined building block for the synthesis of peptidomimetics and bioactive heterocycles. Its stable trans configuration and protected hydroxyl group enable reliable incorporation into peptide backbones and facilitate selective derivatization. The hydrochloride salt enhances solubility and handling, supporting efficient coupling reactions and purification in standard synthetic workflows.

Synthesis

Route1
- In-stock
  
  135042-17-0
- ~69%
- In-stock
  
  142347-81-7
References
- Pandey, Anil K.; Naduthambi, Devan; Thomas, Krista M.; Zondlo, Neal J. Journal of the American Chemical Society, 2013 , vol. 135, # 11 p. 4333 - 4363

Safety Information

Download SDS

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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Computational Chemistry Data

TPSA 69.56
LogP -0.7844
H_Acceptors 3
H_Donors 3
Rotatable_Bonds 1

Other Classifications

Life Science Amino Acids and their Derivatives Proline and derivatives

Life Science ADC Related Compound Non-cleavable linker

Building Blocks Functional Group Alcohol

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aliphatic heterocycle compounds Pyrrolidine compounds

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Chemical Biology Pharmaceutical Development and Drug Discovery Research 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

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

Key Words

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tans-4-Hydroxy-D-proline hydrochloride

CAS No. 142347-81-7

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