tans-4-Hydroxy-D-proline methyl ester hydrochloride

Modify Date: 2024-01-09 18:22:11

tans-4-Hydroxy-D-proline methyl ester hydrochloride Structure
tans-4-Hydroxy-D-proline methyl ester hydrochloride structure
Common Name tans-4-Hydroxy-D-proline methyl ester hydrochloride
CAS Number 481704-21-6 Molecular Weight 181.617
Density N/A Boiling Point N/A
Molecular Formula C6H12ClNO3 Melting Point N/A
MSDS N/A Flash Point N/A

 Use of tans-4-Hydroxy-D-proline methyl ester hydrochloride


tans-4-Hydroxy-D-proline methyl ester hydrochloride is a non-cleavable ADC linker used in the synthesis of antibody-drug conjugates (ADCs). tans-4-Hydroxy-D-proline methyl ester hydrochloride is also a alkyl chain-based PROTAC linker that can be used in the synthesis of PROTACs[1][2].

 Names

Name (2R,4S)-Methyl 4-hydroxypyrrolidine-2-carboxylatehydrochloride
Synonym More Synonyms

  Biological Activity

Description tans-4-Hydroxy-D-proline methyl ester hydrochloride is a non-cleavable ADC linker used in the synthesis of antibody-drug conjugates (ADCs). tans-4-Hydroxy-D-proline methyl ester hydrochloride is also a alkyl chain-based PROTAC linker that can be used in the synthesis of PROTACs[1][2].
Related Catalog
Target

Non-cleavable

In Vitro ADCs are comprised of an antibody to which is attached an ADC cytotoxin through an ADC linker[1]. PROTACs contain two different ligands connected by a linker; one is a ligand for an E3 ubiquitin ligase and the other is for the target protein. PROTACs exploit the intracellular ubiquitin-proteasome system to selectively degrade target proteins[2].
References

[1]. Beck A, et al. Strategies and challenges for the next generation of antibody-drug conjugates. Nat Rev Drug Discov. 2017;16(5):315-337.

[2]. Nalawansha DA, et al. PROTACs: An Emerging Therapeutic Modality in Precision Medicine. Cell Chem Biol. 2020;27(8):998-985.

 Chemical & Physical Properties

Molecular Formula C6H12ClNO3
Molecular Weight 181.617
Exact Mass 181.050568
PSA 58.56000
LogP 0.01300

 Synthetic Route

~85%

tans-4-Hydroxy-D-proline methyl ester hydrochloride Structure

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CAS#:481704-21-6

Literature: WO2003/104249 A1, ; Page 14 ;

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tans-4-Hydroxy-D-proline methyl ester hydrochloride Structure

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CAS#:481704-21-6

Literature: WO2004/7444 A2, ; Page 141 ;

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tans-4-Hydroxy-D-proline methyl ester hydrochloride Structure

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CAS#:481704-21-6

Literature: WO2013/49164 A1, ; Paragraph 838-839 ;

 Synonyms

Trans-4-hydroxy-L-proline methyl ester hydrochloride
1-Hydroxy-pentan-2-on
Methyl (4R)-4-hydroxy-L-prolinate hydrochloride (1:1)
1-hydroxy-pentan-2-one
Hydroxymethyl-propyl-keton
1-Hydroxy-2-pentanone
2-Pentanone,1-hydroxy
l-hydroxy-2-oxopentane
L-hydroxyproline methyl ester hydrochloride
L-Proline, 4-hydroxy-, methyl ester, (4R)-, hydrochloride (1:1)
4S-hydroxy-1-pyrrolidine-2R-carboxylic acid methyl ester hydrochloride salt
1-hydroxy-2-oxopentane
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