(2R,4R)-4-Hydroxy-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester

HCID 6951202

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Basic information

CAS: 114676-69-6
Standard SMILES: COC(=O)[C@H]1C[C@@H](O)CN1C(=O)OC(C)(C)C
InChIKey: MZMNEDXVUJLQAF-HTQZYQBOSA-N
Molecular formula: C11H19NO5
Average molar mass: 245.27 g/mol
Monoisotopic mass: 245.12632271

Names & identifiers

Preferred name: (2R,4R)-4-Hydroxy-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester
IUPAC: 1-O-tert-butyl 2-O-methyl (2R,4R)-4-hydroxypyrrolidine-1,2-dicarboxylate
English name: (2R,4R)-1-tert-Butyl 2-methyl 4-hydroxypyrrolidine-1,2-dicarboxylate
Molecular formula: C11H19NO5
Molecular weight: 245.27

Names & synonyms

(2r,4r)-4-hydroxy-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl esterRefChem:397606675-952-9114676-69-6(2R,4R)-1-tert-butyl 2-methyl 4-hydroxypyrrolidine-1,2-dicarboxylateMethyl cis-1-Boc-4-hydroxy-D-prolinaten-boc-cis-4-hydroxy-d-proline methyl ester1-tert-butyl 2-methyl (2r,4r)-4-hydroxypyrrolidine-1,2-dicarboxylateMFCD00797548Methyl (2R,4R)-1-Boc-4-hydroxypyrrolidine-2-carboxylate1,2-Pyrrolidinedicarboxylic acid, 4-hydroxy-, 1-(1,1-dimethylethyl) 2-methyl ester, (2R,4R)-1-O-tert-butyl 2-O-methyl (2R,4R)-4-hydroxypyrrolidine-1,2-dicarboxylate

Show more names

N-Boc-cis-D-Hyp-OmeCIS-1-BOC-4-HYDROXY-D-PROLINATEBoc-cis-4-Hydroxy-D-proline methyl esterBoc-Cis-D-Hyp-OMecis-Boc-d-Hyp-Ome(2R,4R)-1-Boc-4-hydroxypyrroL

O1-tert-butyl O2-methyl (2R,4R)-4-hydroxypyrrolidine-1,2-dicarboxylateCS-W0026801-(tert-butyl) 2-methyl (2R,4R)-4-hydroxypyrrolidine-1,2-dicarboxylateMethyl (2R,4R)-1-(tert-butyloxycarbonyl)-4-hydroxypyrrolidine-2-carboxylate(1,1-dimethylethyl) 2-methyl(2r,4r)-4-hydroxy-1,2-pyrrolidinedicarboxylateBoc-D-cis-Hyp-OMeSCHEMBL85067DTXSID30426234

Database identifiers

CAS: 114676-69-6
PubChem CID: 6951202
DTXSID: DTXSID30426234
EC Number: 675-952-9
Nikkaji: J1.662.204D

Properties

Computed structural properties

XLogP: 0.6
Topological polar surface area: 76.1 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 5
Rotatable bonds: 4
Heavy atoms: 17
Formal charge: 0
Complexity: 309

Physicochemical properties

Melting point: 76 °C · 76 °C
Boiling point: 335.2 · 335.2±42.0 °C(Predicted)
alpha: 63 ° · 63° (C=1,EtOH)
Density: 1.216 · 1.216±0.06 g/cm3(Predicted)
storage temp.: -20 °C · Sealed in dry,Store in freezer, under -20°C
pka: 14.27 · 14.27±0.40(Predicted)
form: Powder
color: White
InChI: InChI=1S/C11H19NO5/c1-11(2,3)17-10(15)12-6-7(13)5-8(12)9(14)16-4/h7-8,13H,5-6H2,1-4H3/t7-,8-/m1/s1
InChIKey: MZMNEDXVUJLQAF-HTQZYQBOSA-N
SMILES: N1(C(OC(C)(C)C)=O)C[C@H](O)C[C@@H]1C(OC)=O
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P280a-P304+P340-P305+P351+P338-P405-P501a
HS Code: 2933998090 · 2933998090

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 3 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

hs_code: 2933998090
Signal word: Warning
Symbol(GHS): GHS07
Hazard statements: H315-H319-H335
Precautionary statements: P261-P280a-P304+P340-P305+P351+P338-P405-P501a

Chemistry & industry

Applications · 1 item

Uses(2R,4R)-1-tert-Butyl 2-methyl 4-hydroxypyrrolidine-1,2-dicarboxylate (N-Boc-cis-4-hydroxy-D-proline methyl ester) is a non-cleavable ADC linker used in the synthesis of antibody-drug conjugates (ADCs). (2R,4R)-1-tert-Butyl 2-methyl 4-hydroxypyrrolidine-1,2-dicarboxylate is also a alkyl chain-based PROTAC linker that can be used in the synthesis of PROTACs.