CAS 68090-88-0 N-(tert-Butoxycarbonyl)-4-chloro-L-phenylalanine (HCID 2734499)

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Basic information

CAS: 68090-88-0
Standard SMILES: CC(C)(C)OC(=O)N[C@@H](Cc1ccc(Cl)cc1)C(=O)O
InChIKey: BETBOAZCLSJOBQ-NSHDSACASA-N
Molecular formula: C14H18ClNO4
Average molar mass: 299.75 g/mol
Monoisotopic mass: 299.0924357

Names & identifiers

Preferred name: N-(tert-Butoxycarbonyl)-4-chloro-L-phenylalanine
IUPAC: (2S)-3-(4-chlorophenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid
English name: BOC-L-4-Chlorophe
Molecular formula: C14H18ClNO4
Molecular weight: 299.75

Names & synonyms

68090-88-0N-(tert-Butoxycarbonyl)-4-chloro-L-phenylalanineDTXSID80370339RefChem:1091470DTXCID10321374Boc-Phe(4-Cl)-OHBoc-4-chloro-L-phenylalanineBoc-L-4-ChlorophenylalanineBoc-L-4-ChloropheN-Boc-4-chloro-L-phenylalanineMFCD00057808(2S)-3-(4-chlorophenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid

Show more names

Boc-4Cpa-OHBOC-PHE(4''-CL)BOC-PHE(PCL)-OHBOC-L-PHE(4-CL)BOC-PCL-L-PHE-OHBOC-PHE(4'-CL)-OHBOC-L-PHE(4-CL)-OH

(2S)-2-{[(tert-butoxy)carbonyl]amino}-3-(4-chlorophenyl)propanoic acidM03181boc-p-fluoro-phe-oh(S)-2-((tert-Butoxycarbonyl)amino)-3-(4-chlorophenyl)propanoic acidBOC-P-CHLORO-PHE-OHBOC-4-CHLORO-PHE-OH(2S)-2-[(tert-butoxy)carbonylamino]-3-(4-chlorophenyl)propanoic acid(2S)-2-(tert-butoxycarbonylamino)-3-(4-chlorophenyl)propanoic acid

Database identifiers

CAS

Properties

Computed structural properties

XLogP: 2.4
Topological polar surface area: 75.6 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 4
Rotatable bonds: 6
Heavy atoms: 20
Formal charge: 0
Complexity: 346

Physicochemical properties

Melting point: 110 °C · ~110 °C
alpha: 24 · 24 º (c=1,EtOH)
Boiling point: 452.5 · 452.5±40.0 °C(Predicted)
Density: 1.2167 · 1.2167 (rough estimate)
refractive index: 1.68 · 1.6800 (estimate)
storage temp.: Sealed in dry,Room Temperature
solubility: Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
pka: 3.83 · 3.83±0.10(Predicted)
form: powder to crystal
color: White to Almost white
optical activity: 20 · [α]20/D +26±3°, c = 1% in ethyl acetate
BRN: 4261946 · 4261946
Major Application: peptide synthesis
InChI: InChI=1S/C14H18ClNO4/c1-14(2,3)20-13(19)16-11(12(17)18)8-9-4-6-10(15)7-5-9/h4-7,11H,8H2,1-3H3,(H,16,19)(H,17,18)/t11-/m0/s1
InChIKey

Safety & regulation

Safety data

PPE: Eyeshields, Gloves, type N95 (US)
wgk: 3
hs_code: 29242990
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 22-24/25
hazard_class: IRRITANT
Storage Class: 13 - Non Combustible Solids
Hazard statements: H302-H315-H319-H335
Precautionary statements: P261-P302+P352-P304+P340-P305+P351+P338

Chemistry & industry

Applications

UsesBOC-4-chlorophenylalanine, is an amino acid building block used in peptide synthesis. With a growing peptide drug market the fast, reliable synthesis of peptides is of great importance.