N-Benzyloxycarbonyl-beta-alanine

HCID 75313CAS 2304-94-1

Substructure search Find similar structures

Basic information

Standard SMILES: O=C(O)CCNC(=O)OCc1ccccc1
InChIKey: GEVGRLPYQJTKKS-UHFFFAOYSA-N
Molecular formula: C11H13NO4
Average molar mass: 223.22 g/mol
Monoisotopic mass: 223.0844579

Names & identifiers

Preferred name: N-Benzyloxycarbonyl-beta-alanine
IUPAC: 3-(phenylmethoxycarbonylamino)propanoic acid
English name: Carbobenzyloxy-beta-alanine
Molecular formula: C11H13NO4
Molecular weight: 223.23

Names & synonyms

2304-94-1N-Cbz-beta-alanineN-Benzyloxycarbonyl-beta-alanine3-(benzyloxycarbonylamino)propanoic acidN-Carbobenzoxy-beta-alanineN-Cbz-.beta.-alanine7HUM5U2LG6N-carbobenzyloxy-beta-alaninecarbobenzoxy-beta-alanineEINECS 218-967-4NSC-17161NSC-28943

Show more names

Z-β-Ala-OHCbz-β-Ala-OHZ-BETA-ALA-OHN-Cbz-β-alanineN-Cbz-b-alanineZ- SS ALACbz-β-AlaZ-Beta-AlaZ-SS-ALA-OHZ-B-ALANINE

N-(Benzyloxycarbonyl)-.beta.-alanineNSC-6578423-(benzyloxycarbonylamino)propionic acidDTXSID70177596CARBOBENZOXY-.BETA.-ALANINEN-CARBOBENZOXY-.BETA.-ALANINEN-CARBOBENZOYL-.BETA.-ALANINENSC 17161

Database identifiers

CAS: 2304-94-1
PubChem CID: 75313
DTXSID: DTXSID70177596
UNII: 7HUM5U2LG6
EC Number: 218-967-4
Nikkaji: J208.192J

Properties

Computed structural properties

XLogP: 0.9
Topological polar surface area: 75.6 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 4
Rotatable bonds: 6
Heavy atoms: 16
Formal charge: 0
Complexity: 236

Physicochemical properties

Melting point: 100 · 100-105°C
Boiling point: 435.9 · 435.9±38.0 °C(Predicted)
Density: 1.249 · 1.249±0.06 g/cm3(Predicted)
storage temp.: 2 · Sealed in dry,2-8°C
solubility: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
pka: 4.45 · 4.45±0.10(Predicted)
form: Powder
color: White
BRN: 1882542 · 1882542
InChIKey: GEVGRLPYQJTKKS-UHFFFAOYSA-N
CAS DataBase Reference: 2304 · 2304-94-1(CAS DataBase Reference)
FDA UNII: 7 HUM5U2LG6 · 7HUM5U2LG6
Symbol(GHS): 5 · GHS05,GHS07
Signal word: Danger
Hazard statements: 302 · H302-H318
Precautionary statements: 280 i-P310a-P280-P305+P351+P338 · P280i-P310a-P280-P305+P351+P338
Hazard Codes: Xn
Risk Statements: 22 · 22-41
Safety Statements: 26 · 26-39
WGK Germany: 2 · 2
HazardClass: IRRITANT
HS Code: 29242990 · 29242990

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P264+P265, P270, P280, P301+P317, P305+P354+P338, P317, P330, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 39 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (100%)

Safety data

wgk: 2
hs_code: 29242990
risk_code: 22-41
Signal word: Danger
Symbol(GHS): GHS05,GHS07
hazard_code: Xn
safety_code: 26-39
hazard_class: IRRITANT
Hazard statements: H302-H318
Precautionary statements: P280i-P310a-P280-P305+P351+P338

Chemistry & industry

Applications · 1 item

UsesN-Carbobenzoxy-β-alanine has been utilized for various synthesis applications including palladium-catalyzed asymmetric allylation ofβ-diketones, branched linker that can increase the potency of doxorubicin immunoconjugates, and diacridines that intercalate nucleic acids and inhibit DNA synthesis.