D-Proline, 4-hydroxy-, methyl ester hydrochloride

Modify Date: 2024-01-10 11:01:51

D-Proline, 4-hydroxy-, methyl ester hydrochloride structure	Common Name	D-Proline, 4-hydroxy-, methyl ester hydrochloride
	CAS Number	114676-59-4	Molecular Weight	181.617
	Density	N/A	Boiling Point	N/A
	Molecular Formula	C₆H₁₂ClNO₃	Melting Point	121-123 ºC
	MSDS	N/A	Flash Point	N/A

Use of D-Proline, 4-hydroxy-, methyl ester hydrochloride

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

Name	D-Proline, 4-hydroxy-, methyl ester, (Hydrochloride) (1:1), (4R)
Synonym	More Synonyms

Description	D-Proline, 4-hydroxy-, methyl ester hydrochloride is a non-cleavable ADC linker used in the synthesis of antibody-drug conjugates (ADCs). D-Proline, 4-hydroxy-, methyl ester hydrochloride is also a alkyl chain-based PROTAC linker that can be used in the synthesis of PROTACs[1][2
Related Catalog	Research Areas >> Cancer Signaling Pathways >> Antibody-drug Conjugate >> ADC Linker Signaling Pathways >> PROTAC >> PROTAC Linker
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.

Melting Point	121-123 ºC
Molecular Formula	C₆H₁₂ClNO₃
Molecular Weight	181.617
Exact Mass	181.050568
PSA	58.56000
LogP	0.01300

Methanol

CAS#:67-56-1

cis-4-Hydroxyproline

CAS#:2584-71-6

~99%

D-Proline, 4-hy...

CAS#:114676-59-4

Literature: VICURON PHARMACEUTICALS, INC. Patent: WO2004/7444 A2, 2004 ; Location in patent: Page 135 ;

Methanol

CAS#:67-56-1

(4R)-4-Hydroxy-...

CAS#:77449-94-6

~91%

D-Proline, 4-hy...

CAS#:114676-59-4

Literature: Peng, Jianbiao; Clive, Derrick L. J. Journal of Organic Chemistry, 2009 , vol. 74, # 2 p. 513 - 519

cis-4-Hydroxyproline

CAS#:2584-71-6

~99%

D-Proline, 4-hy...

CAS#:114676-59-4

Literature: Shionogi Seiyaku Kabushiki Kaisha Patent: US5317016 A1, 1994 ;

Acetyl chloride

CAS#:75-36-5

cis-4-Hydroxyproline

CAS#:2584-71-6

~98%

D-Proline, 4-hy...

CAS#:114676-59-4

Literature: Rosen; Fesik; Chu; Pernet Synthesis, 1988 , # 1 p. 40 - 44

Methanol

CAS#:67-56-1

N/A

CAS#:1064036-63-0

D-Proline, 4-hy...

CAS#:114676-59-4

Literature: WO2005/108358 A2, ; Page/Page column 35 ; WO 2005/108358 A2

(1R,4R)-5-acety...

CAS#:444313-67-1

D-Proline, 4-hy...

CAS#:114676-59-4

Literature: WO2014/32 A1, ;

L-Hydroxyproline

CAS#:51-35-4

D-Proline, 4-hy...

CAS#:114676-59-4

Literature: WO2014/32 A1, ;

Precursor 5
CAS#:67-56-1 Methanol CAS#:2584-71-6 cis-4-Hydroxyproline CAS#:77449-94-6 (4R)-4-Hydroxy-... CAS#:75-36-5 Acetyl chloride
CAS#:51-35-4 L-Hydroxyproline
DownStream 4
CAS#:114676-97-0 (2R,4R)-n-Boc-2... CAS#:256487-77-1 N-Boc-4-oxo-L-p... CAS#:254881-77-1 (2R,4S)-1-tert-... CAS#:681128-50-7 (4S)-1-(tert-Bu...