2-Benzyl 1-tert-butyl (2S)-5-oxopyrrolidine-1,2-dicarboxylate

HCID 8027482

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Basic information

CAS: 113400-36-5
Standard SMILES: CC(C)(C)OC(=O)N1C(=O)CC[C@H]1C(=O)OCc1ccccc1
InChIKey: TZNBTMCEMLXYEM-ZDUSSCGKSA-N
Molecular formula: C17H21NO5
Average molar mass: 319.4 g/mol
Monoisotopic mass: 319.14197277

Names & identifiers

Preferred name: 2-Benzyl 1-tert-butyl (2S)-5-oxopyrrolidine-1,2-dicarboxylate
IUPAC: 2-O-benzyl 1-O-tert-butyl (2S)-5-oxopyrrolidine-1,2-dicarboxylate
English name: BOC-L-PYROGLUTAMIC ACID BENZYL ESTER
Molecular formula: C17H21NO5
Molecular weight: 319.35

Names & synonyms

113400-36-52-BENZYL 1-TERT-BUTYL (2S)-5-OXOPYRROLIDINE-1,2-DICARBOXYLATEDTXSID40429019RefChem:465611DTXCID903798531-(1,1-Dimethylethyl) 2-(phenylmethyl) (2S)-5-oxo-1,2-pyrrolidinedicarboxylate601-251-4Boc-Pyr-Obzl(S)-2-Benzyl 1-tert-butyl 5-oxopyrrolidine-1,2-dicarboxylateBoc-L-Pyroglutamic acid benzyl esterMFCD041157811,2-Pyrrolidinedicarboxylic acid, 5-oxo-, 1-(1,1-dimethylethyl) 2-(phenylmethyl) ester, (2S)-

Show more names

PYR294C17H21NO5Boc-Pyr-Obzl-OH(Tert-Butoxy)Carbonyl Pyr-OBzlBoc-l-pyroglutamate benzyl ester

2-benzyl 1-(tert-butyl) (S)-5-oxopyrrolidine-1,2-dicarboxylate2-O-benzyl 1-O-tert-butyl (2S)-5-oxopyrrolidine-1,2-dicarboxylateAKOS015892814Benzyl (S)-1-Boc-5-oxopyrrolidine-2-carboxylateBoc-pyroglutamic acid benzyl esterBCP11762N-Boc-L-pyroglutamic acid benzyl esterbenzyl N-boc-l-pyroglutamate

Database identifiers

CAS: 113400-36-5
PubChem CID: 8027482
DTXSID: DTXSID40429019
ChEMBL: CHEMBL4986595
EC Number: 601-251-4
Nikkaji: J697.219E

Properties

Computed structural properties

XLogP: 2.4
Topological polar surface area: 72.9 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 5
Rotatable bonds: 6
Heavy atoms: 23
Formal charge: 0
Complexity: 462

Physicochemical properties

Melting point: 69 · 69-70 °C
Boiling point: 464.9 · 464.9±38.0 °C(Predicted)
Density: 1.219 · 1.219
storage temp.: 2 · 2-8°C
pka: -4.32 · -4.32±0.40(Predicted)
form: Powder
color: White
InChI: InChI=1S/C17H21NO5/c1-17(2,3)23-16(21)18-13(9-10-14(18)19)15(20)22-11-12-7-5-4-6-8-12/h4-8,13H,9-11H2,1-3H3/t13-/m0/s1
InChIKey: TZNBTMCEMLXYEM-ZDUSSCGKSA-N
SMILES: N1(C(OC(C)(C)C)=O)C(=O)CC[C@H]1C(OCC1=CC=CC=C1)=O
CAS DataBase Reference: 113400 · 113400-36-5
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 280 · P280-P304+P340-P305+P351+P338
HS Code: 2933998090 · 2933998090

Safety & regulation

GHS classification

GHS Classification · 5 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract 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)

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)；Eye Irrit. 2A (100%)；STOT SE 3 (100%)

Safety data

hs_code: 2933998090
Signal word: Warning
Symbol(GHS): GHS07
Hazard statements: H315-H319-H335
Precautionary statements: P280-P304+P340-P305+P351+P338

Chemistry & industry

Applications · 1 item

UsesBoc-L-pyroglutamic acid benzyl ester is an intermediate in the synthesis of Avibactam, a novel non-beta-lactam β-lactamase inhibitor used in combination with ceftazidime for the treatment of complicated intra-abdominal infections, urinary tract infections, and pneumonia.