H-Hyp-OMe hydrochloride

Modify Date: 2024-01-02 13:31:04

H-Hyp-OMe hydrochloride Structure
H-Hyp-OMe hydrochloride structure
 Common Name H-Hyp-OMe hydrochloride
CAS Number 40216-83-9 Molecular Weight 181.617
Density N/A Boiling Point 247.2ºC at 760 mmHg
Molecular Formula C6H12ClNO3 Melting Point N/A
MSDS USA Flash Point 103.3ºC

 Use of H-Hyp-OMe hydrochloride


H-Hyp-OMe hydrochloride is a non-cleavable ADC linker used in the synthesis of antibody-drug conjugates (ADCs). H-Hyp-OMe hydrochloride is also a alkyl chain-based PROTAC linker that can be used in the synthesis of PROTACs[1]<

 Names

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

 H-Hyp-OMe hydrochloride Biological Activity

Description H-Hyp-OMe hydrochloride is a non-cleavable ADC linker used in the synthesis of antibody-drug conjugates (ADCs). H-Hyp-OMe hydrochloride is also a alkyl chain-based PROTAC linker that can be used in the synthesis of PROTACs[1]<
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

Boiling Point 247.2ºC at 760 mmHg
Molecular Formula C6H12ClNO3
Molecular Weight 181.617
Flash Point 103.3ºC
Exact Mass 181.050568
PSA 58.56000
LogP 0.01300
Storage condition 2-8°C

 Safety Information

Personal Protective Equipment Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Hazard Codes Xi: Irritant;
RIDADR NONH for all modes of transport
WGK Germany 3
HS Code 2933990090

 Synthetic Route

L-Hydroxyproline structure

L-Hydroxyproline

CAS#:51-35-4
Acetyl chloride structure

Acetyl chloride

CAS#:75-36-5

~88%

H-Hyp-OMe hydrochloride Structure

H-Hyp-OMe hydro...

CAS#:40216-83-9
Literature: Shionogi Seiyaku Kabushiki Kaisha Patent: US5317016 A1, 1994 ;
Methanol structure

Methanol

CAS#:67-56-1
Boc-Hyp-OH structure

Boc-Hyp-OH

CAS#:13726-69-7

~98%

H-Hyp-OMe hydrochloride Structure

H-Hyp-OMe hydro...

CAS#:40216-83-9
Literature: INTERMUNE, INC.; BUCKMAN, Brad; NICHOLAS, John, B.; SEREBRYANY, Vladimir; SEIWERT, Scott, D. Patent: WO2012/37259 A1, 2012 ; Location in patent: Page/Page column 74 ; WO 2012/037259 A1
Methanol structure

Methanol

CAS#:67-56-1
(4R)-4-Hydroxy-L-proline hydrochloride (1:1) structure

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

CAS#:32968-78-8

~93%

H-Hyp-OMe hydrochloride Structure

H-Hyp-OMe hydro...

CAS#:40216-83-9
Literature: ONO PHARMACEUTICAL CO., LTD; IMAGAWA, Akira; KONDO, Takashi; NISHIYAMA, Taihei; COURTNEY, Steve; YARNOLD, Chris; ICHIHARA, Osamu; FLANAGAN, Stuart Patent: WO2013/174937 A1, 2013 ; Location in patent: Page/Page column 74 ;
Acetyl chloride structure

Acetyl chloride

CAS#:75-36-5
L-Hydroxyproline structure

L-Hydroxyproline

CAS#:51-35-4

~92%

H-Hyp-OMe hydrochloride Structure

H-Hyp-OMe hydro...

CAS#:40216-83-9
Literature: Cho, Han-Won; Oh, Chang-Hyun; Lee, Ju-Shin; Lee, Soo-Chul; Choi, Jung-Hoon; Cho, Jung-Hyuck Archiv der Pharmazie, 2003 , vol. 336, # 11 p. 495 - 503
2,2-Dimethoxypropane structure

2,2-Dimethoxypropane

CAS#:77-76-9
L-Hydroxyproline structure

L-Hydroxyproline

CAS#:51-35-4

~80%

H-Hyp-OMe hydrochloride Structure

H-Hyp-OMe hydro...

CAS#:40216-83-9
Literature: Papaioannou, Dionissios; Stavropoulos, George; Karagiannis, Kostas; Francis, George W.; Brekke, Trond; Aksnes, Dagfinn W. Acta Chemica Scandinavica, 1990 , vol. 44, # 3 p. 243 - 251
Methanol structure

Methanol

CAS#:67-56-1
L-Hydroxyproline structure

L-Hydroxyproline

CAS#:51-35-4

~99%

H-Hyp-OMe hydrochloride Structure

H-Hyp-OMe hydro...

CAS#:40216-83-9
Literature: Westwood, Nigel B.; Walker, Richard T. Tetrahedron, 1998 , vol. 54, # 44 p. 13391 - 13404

 Customs

HS Code 2933990090
Summary 2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

 Synonyms

Proline, 4-hydroxy-, methyl ester, hydrochloride (1:1)
Trans-4-hydroxy-L-proline methyl ester hydrochloride
Methyl (4R)-4-hydroxy-L-prolinate hydrochloride (1:1)
L-Proline, 4-hydroxy-, methyl ester, (4R)-, hydrochloride (1:1)
Trans-4-Hydroxy-L-Proline Methyl Ester,Hydrochloride Salt
(2S,4R)-4-Hydroxypyrrolidine-2-carboxylic Acid Methyl Ester Hydrochloride
Methyl 4-hydroxyprolinate hydrochloride (1:1)
L-4-Hydroxyproline methyl ester hydrochloride
Methyl (2S,4R)-4-hydroxypyrrolidine-2-carboxylate
Methyl (2S,4R)-4-Hydroxypyrrolidine-2-carboxylate Hydrochloride
H-Hyp-OMe·HCl
methyl 4-hydroxypyrrolidine-2-carboxylate hydrochloride
MFCD00080855
H-Hyp-OMe．HCl
trans-4-Hydroxy-L-proline methylester hydrochloride
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