4-tert-Butyl hydrogen N-((phenylmethoxy)carbonyl)-L-aspartate

HCID 111082CAS 5545-52-8

Substructure search Find similar structures

Basic information

Standard SMILES: CC(C)(C)OC(=O)C[C@H](NC(=O)OCc1ccccc1)C(=O)O
InChIKey: HLSLRFBLVZUVIE-LBPRGKRZSA-N
Molecular formula: C16H21NO6
Average molar mass: 323.34 g/mol
Monoisotopic mass: 323.13688739

Names & identifiers

Preferred name: 4-tert-Butyl hydrogen N-((phenylmethoxy)carbonyl)-L-aspartate
IUPAC: (2S)-4-[(2-methylpropan-2-yl)oxy]-4-oxo-2-(phenylmethoxycarbonylamino)butanoic acid
English name: N-Cbz-L-Aspartic acid 4-tert-butyl ester
Molecular formula: C16H21NO6
Molecular weight: 323.34

Names & synonyms

5545-52-8EINECS 226-912-04-tert-Butyl hydrogen N-((phenylmethoxy)carbonyl)-L-aspartateDTXSID902040154-tert-butyl hydrogen N-[(phenylmethoxy)carbonyl]-L-aspartate4-(1,1-Dimethylethyl) hydrogen N-[(phenylmethoxy)carbonyl]-L-aspartate4-(1,1-Dimethylethyl) hydrogen N-((phenylmethoxy)carbonyl)-L-aspartateRefChem:526766DTXCID90126506226-912-0Z-Asp(OtBu)-OHN-Cbz-L-aspartic acid 4-tert-butyl ester

Show more names

ASP(OtBu)-OHCBZ-AMINOACIDZ-Asp(OBut).H2OCBZ-ASP(OBUT)-OHZ-Asp(OtBu)-OH HZ-Asp(OtBu)-OH.H20

Cbz-L-aspartic acid 4-tert-butyl esterMFCD00042857(2S)-4-[(2-methylpropan-2-yl)oxy]-4-oxo-2-(phenylmethoxycarbonylamino)butanoic acid(S)-2-(((Benzyloxy)carbonyl)amino)-4-(tert-butoxy)-4-oxobutanoic acidl-aspartic acid, n-[(phenylmethoxy)carbonyl]-, 4-(1,1-dimethylethyl) esterCbz-Asp(O-t-Bu)Cbz-Asp(OtBu)-OHZ-L-Asp(OtBu)-OH

Database identifiers

CAS: 5545-52-8
PubChem CID: 111082
DTXSID: DTXSID90204015
UNII: 68JY6S4JWC
EC Number: 226-912-0
Nikkaji: J81.058D

Properties

Computed structural properties

XLogP: 1.9
Topological polar surface area: 102 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 6
Rotatable bonds: 9
Heavy atoms: 23
Formal charge: 0
Complexity: 423

Physicochemical properties

Boiling point: 513.1 · 513.1±50.0 °C(Predicted)
Density: 1.219 · 1.219±0.06 g/cm3(Predicted)
storage temp.: 2 · Sealed in dry,2-8°C
solubility: Soluble in DMSO, and methanol.
pka: 3.67 · 3.67±0.23(Predicted)
form: Powder
color: White to off-white
optical activity: 29 ° · 29°(C=0.01g/mL, CHCL3, 20°C, 589nm)
BRN: 2569846 · 2569846
Major Application: peptide synthesis
InChI: InChI=1S/C16H21NO6/c1-16(2,3)23-13(18)9-12(14(19)20)17-15(21)22-10-11-7-5-4-6-8-11/h4-8,12H,9-10H2,1-3H3,(H,17,21)(H,19,20)/t12-/m0/s1
InChIKey: HLSLRFBLVZUVIE-LBPRGKRZSA-N
SMILES: C(O)(=O)[C@H](CC(OC(C)(C)C)=O)NC(OCC1=CC=CC=C1)=O
CAS DataBase Reference: 5545 · 5545-52-8(CAS DataBase Reference)
UNSPSC Code: 12352209 · 12352209
NACRES: 22 · NA.22
PPE: 95 · Eyeshields, Gloves, type N95 (US)
Safety Statements: 22 · 22-24/25
WGK Germany: 3 · 3
HS Code: 29224999 · 29224999
Storage Class: 11 · 11 - Combustible Solids

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)

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