(2S,4S)-1-tert-Butyl 2-methyl 4-hydroxypyrrolidine-1,2-dicarboxylate

Names

[ Name ]:
(2S,4S)-1-tert-Butyl 2-methyl 4-hydroxypyrrolidine-1,2-dicarboxylate

[Synonym ]:
(2S,4S)-4-Hydroxypyrrolidine-1,2-dicarboxylic Acid 1-tert-Butyl 2-Methyl Ester
N-(tert-Butoxycarbonyl)-cis-4-hydroxy-L-proline Methyl Ester
1-O-tert-butyl 2-O-methyl (2S,4S)-4-hydroxypyrrolidine-1,2-dicarboxylate
N-Boc-cis-4-Hydroxy-L-prolinem ethylester
(2S,4S)-1-tert-Butyl 2-methyl 4-hydroxypyrrolidine-1,2-dicarboxylate
MFCD00237541
N-Boc-cis-4-hydroxy-L-proline methyl ester
1-tert-Butyl 2-Methyl (2S,4S)-4-Hydroxypyrrolidine-1,2-dicarboxylate
Boc-cis-Hyp-OMe
cis-Boc-Hyp-OMe

Biological Activity

[Description]:

N-Boc-cis-4-hydroxy-L-proline methyl ester is a non-cleavable ADC linker used in the synthesis of antibody-drug conjugates (ADCs). N-Boc-cis-4-hydroxy-L-proline methyl ester 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.

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
335.2±42.0 °C at 760 mmHg

[ Melting Point ]:
82-86ºC

[ Molecular Formula ]:
C₁₁H₁₉NO₅

[ Molecular Weight ]:
245.272

[ Flash Point ]:
156.6±27.9 °C

[ Exact Mass ]:
245.126328

[ PSA ]:
76.07000

[ LogP ]:
-0.25

[ Vapour Pressure ]:
0.0±1.6 mmHg at 25°C

[ Index of Refraction ]:
1.501

[ Storage condition ]:
-15°C

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302-H315-H317-H319-H335

[ Precautionary Statements ]:
P261-P280-P305 + P351 + P338

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Faceshields;Gloves

[ Hazard Codes ]:
Xn:Harmful;

[ Risk Phrases ]:
R22;R36/37/38;R43

[ Safety Phrases ]:
S26-S36

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
2

[ HS Code ]:
2933990090

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%