N-tert-Butoxycarbonyl-trans-4-hydroxy-D-proline

Modify Date: 2024-01-06 16:38:39

N-tert-Butoxycarbonyl-trans-4-hydroxy-D-proline Structure
N-tert-Butoxycarbonyl-trans-4-hydroxy-D-proline structure
 Common Name N-tert-Butoxycarbonyl-trans-4-hydroxy-D-proline
CAS Number 147266-92-0 Molecular Weight 231.246
Density 1.3±0.1 g/cm3 Boiling Point 390.9±42.0 °C at 760 mmHg
Molecular Formula C10H17NO5 Melting Point 123ºC
MSDS Chinese USA Flash Point 190.2±27.9 °C
Symbol GHS07
GHS07		 Signal Word Warning

 Use of N-tert-Butoxycarbonyl-trans-4-hydroxy-D-proline


N-tert-Butoxycarbonyl-trans-4-hydroxy-D-proline is a non-cleavable ADC linker used in the synthesis of antibody-drug conjugates (ADCs). N-tert-Butoxycarbonyl-trans-4-hydroxy-D-proline is also a alkyl chain-based PROTAC linker that can be used in the synthesis of PROTACs[1][2].

 Names

Name (2R,4S)-1-(tert-Butoxycarbonyl)-4-hydroxypyrrolidine-2-carboxylic acid
Synonym More Synonyms

  Biological Activity

Description N-tert-Butoxycarbonyl-trans-4-hydroxy-D-proline is a non-cleavable ADC linker used in the synthesis of antibody-drug conjugates (ADCs). N-tert-Butoxycarbonyl-trans-4-hydroxy-D-proline 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

Density 1.3±0.1 g/cm3
Boiling Point 390.9±42.0 °C at 760 mmHg
Melting Point 123ºC
Molecular Formula C10H17NO5
Molecular Weight 231.246
Flash Point 190.2±27.9 °C
Exact Mass 231.110672
PSA 87.07000
LogP -0.71
Vapour Pressure 0.0±2.0 mmHg at 25°C
Index of Refraction 1.531
Storage condition 2-8°C

 Safety Information

Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H319
Precautionary Statements P305 + P351 + P338
Hazard Codes Xi
Risk Phrases 36
Safety Phrases 26
RIDADR NONH for all modes of transport
HS Code 2933990090

 Synthetic Route

Di-tert-butyl dicarbonate structure

Di-tert-butyl d...

CAS#:24424-99-5

L-Hydroxyproline structure

L-Hydroxyproline

CAS#:51-35-4

~88%

N-tert-Butoxycarbonyl-trans-4-hydroxy-D-proline Structure

N-tert-Butoxyca...

CAS#:147266-92-0

Literature: LG LIFE SCIENCES LTD. Patent: WO2010/56022 A2, 2010 ; Location in patent: Page/Page column 21 ; WO 2010/056022 A2
Di-tert-butyl dicarbonate structure

Di-tert-butyl d...

CAS#:24424-99-5

L-Hydroxyproline structure

L-Hydroxyproline

CAS#:3398-22-9

~99%

N-tert-Butoxycarbonyl-trans-4-hydroxy-D-proline Structure

N-tert-Butoxyca...

CAS#:147266-92-0

Literature: Fransson, Rebecca; McCracken, Alison N.; Chen, Bin; McMonigle, Ryan J.; Edinger, Aimee L.; Hanessian, Stephen ACS Medicinal Chemistry Letters, 2013 , vol. 4, # 10 p. 969 - 973
(2R)-N-Boc-trans-4-acetoxy-D-proline ethyl ester structure

(2R)-N-Boc-tran...

CAS#:862996-26-7

~99%

N-tert-Butoxycarbonyl-trans-4-hydroxy-D-proline Structure

N-tert-Butoxyca...

CAS#:147266-92-0

Literature: Koskinen, Ari M. P.; Helaja, Juho; Kumpulainen, Esa T. T.; Koivisto, Jari; Mansikkamaeki, Heidi; Rissanen, Kari Journal of Organic Chemistry, 2005 , vol. 70, # 16 p. 6447 - 6453
(2R,4R)-4-hydroxyproline-1,2-dicarboxylic acid 1-tert-butyl 2-ethyl ester structure

(2R,4R)-4-hydro...

CAS#:77450-00-1

~%

N-tert-Butoxycarbonyl-trans-4-hydroxy-D-proline Structure

N-tert-Butoxyca...

CAS#:147266-92-0

Literature: Journal of Organic Chemistry, , vol. 70, # 16 p. 6447 - 6453
(2R)-2-amino-3-(2-oxiranyl)propionic acid structure

(2R)-2-amino-3-...

CAS#:1208237-83-5

~%

(1R,4R)-TERT-BUTYL 3-OXO-2-OXA-5-AZABICYCLO[2.2.1]HEPTANE-5-CARBOXYLATE structure

(1R,4R)-TERT-BU...

CAS#:848488-70-0

N-tert-Butoxycarbonyl-trans-4-hydroxy-D-proline Structure

N-tert-Butoxyca...

CAS#:147266-92-0

Literature: RSC Advances, , vol. 4, # 5 p. 2482 - 2490
N/A structure

N/A

CAS#:135722-56-4

~%

(1R,4R)-TERT-BUTYL 3-OXO-2-OXA-5-AZABICYCLO[2.2.1]HEPTANE-5-CARBOXYLATE structure

(1R,4R)-TERT-BU...

CAS#:848488-70-0

N-tert-Butoxycarbonyl-trans-4-hydroxy-D-proline Structure

N-tert-Butoxyca...

CAS#:147266-92-0

Literature: RSC Advances, , vol. 4, # 5 p. 2482 - 2490
ethyl (R)-2-Boc-amino-4-pentenoate structure

ethyl (R)-2-Boc...

CAS#:149117-85-1

~%

(1R,4R)-TERT-BUTYL 3-OXO-2-OXA-5-AZABICYCLO[2.2.1]HEPTANE-5-CARBOXYLATE structure

(1R,4R)-TERT-BU...

CAS#:848488-70-0

N-tert-Butoxycarbonyl-trans-4-hydroxy-D-proline Structure

N-tert-Butoxyca...

CAS#:147266-92-0

Literature: RSC Advances, , vol. 4, # 5 p. 2482 - 2490

 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

(4S)-4-Hydroxy-1-{[(2-methyl-2-propanyl)oxy]carbonyl}-D-proline
Boc-trans-4-Hydroxy-D-proline
1,2-Pyrrolidinedicarboxylic acid, 4-hydroxy-, 1-(1,1-dimethylethyl) ester, (2R,4S)-
N-Boc-trans-4-hydroxy-D-proline
MFCD01861341
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Chemsrc provides CAS#:147266-92-0 MSDS, density, melting point, boiling point, structure, etc. Its name is N-tert-Butoxycarbonyl-trans-4-hydroxy-D-proline>> amp version: N-tert-Butoxycarbonyl-trans-4-hydroxy-D-proline

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