CAS 33305-77-0 2-tert-Butoxycarbonylamino-3-(4-nitro-phenyl)-propionic acid (HCID 118071)

Overview

See also: N-(tert-Butoxycarbonyl)-4-nitro-L-phenylalanine (annotation moved to).

Names & identifiers

Preferred name: 2-tert-Butoxycarbonylamino-3-(4-nitro-phenyl)-propionic acid
IUPAC: 2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-(4-nitrophenyl)propanoic acid
English name: BOC-L-4-Nitrophe
Molecular formula: C14H18N2O6
Molecular weight: 310.3

Names & synonyms

86937-80-62-tert-Butoxycarbonylamino-3-(4-nitro-phenyl)-propionic acidBoc-DL-Phe(4-NO2)-OHMFCD004836552-(Boc-amino)-3-(4-nitrophenyl)propanoic Acid2-((tert-Butoxycarbonyl)amino)-3-(4-nitrophenyl)propanoic acidN-(tert-Butoxycarbonyl)-4-nitrophenylalanine103451-56-5Boc-p-nitro-d-phenylalanineBoc-4-Nitro-DL-phenylalanineSCHEMBL440723(2S)-2-[[(2-methylpropan-2-yl)oxy-oxomethyl]amino]-3-(4-nitrophenyl)propanoic acid

Show more names

Phe(4-NO2)BOC-PHE(4-NO2)-OHD-Phe.otBu.HClBOC-L-4-NITROPHEBOC-L-PHE(4-NO2)Boc-4-NO2-Phe-OHBOC-PHE(4''-NO2)BOC-(P-NO2)PHE-OHBOC-PNO2-L-PHE-OHBOC-PHE(P-NO2)-OH

2-{[(tert-butoxy)carbonyl]amino}-3-(4-nitrophenyl)propanoic acidEINECS 251-450-12-[(2-methylpropan-2-yl)oxycarbonylamino]-3-(4-nitrophenyl)propanoic acidAKOS024319616LS-14315PD196492SY336839NS00054581

Database identifiers

CAS: 33305-77-0
PubChem CID: 118071

Properties

Computed structural properties

XLogP: 1.6
Topological polar surface area: 121 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 6
Rotatable bonds: 6
Heavy atoms: 22
Formal charge: 0
Complexity: 418

Physicochemical properties

Melting point: 107 °C · 107°C
alpha: 8 · 8 º (c=1,MeOH)
Boiling point: 509.3 · 509.3±45.0 °C(Predicted)
Density: 1.29 · 1.290±0.06 g/cm3(Predicted)
storage temp.: Sealed in dry,Room Temperature
solubility: Chloroform (Slightly), Ethanol (Slightly)
form: Solid
pka: 3.7 · 3.70±0.10(Predicted)
color: Pale Beige
optical activity: 20 · [α]20/D +8±1°, c = 1% in methanol
BRN: 2820671 · 2820671
Major Application: peptide synthesis
InChI: InChI=1S/C14H18N2O6/c1-14(2,3)22-13(19)15-11(12(17)18)8-9-4-6-10(7-5-9)16(20)21/h4-7,11H,8H2,1-3H3,(H,15,19)(H,17,18)/t11-/m0/s1
InChIKey: XBQADBXCNQPHHY-NSHDSACASA-N
SMILES: C(O)(=O)[C@H](CC1=CC=C([N+]([O-])=O)C=C1)NC(OC(C)(C)C)=O
CAS DataBase Reference: 33305 · 33305-77-0
UNSPSC Code: 12352209 · 12352209
NACRES: 22 · NA.22
Symbol(GHS): 5 · GHS05
Signal word: Warning
Hazard statements: 314 · H314
Precautionary statements: 264 b-P271-P280-P301+P330+P331-P304+P340-P305+P351+P338-P310-P363-P403+P233-P501c · P264b-P271-P280-P301+P330+P331-P304+P340-P305+P351+P338-P310-P363-P403+P233-P501c
PPE: 95 · Eyeshields, Gloves, type N95 (US)
Hazard Codes: Xi
Safety Statements: 24 · 24/25
WGK Germany: 3 · 3
HazardClass: IRRITANT
HS Code: 29242990 · 29242990
Storage Class: 11 · 11 - Combustible Solids

Safety & regulation

Safety data

PPE: Eyeshields, Gloves, type N95 (US)
wgk: 3
hs_code: 29242990
Signal word: Warning
Symbol(GHS): GHS05
hazard_code: Xi
safety_code: 24/25
hazard_class: IRRITANT
Storage Class: 11 - Combustible Solids
Hazard statements: H314
Precautionary statements: P264b-P271-P280-P301+P330+P331-P304+P340-P305+P351+P338-P310-P363-P403+P233-P501c

Chemistry & industry

Applications · 1 item

UsesN-Boc-p-nitro-L-phenylalanine is the N-Boc protected form of p-Nitro-L-phenylalanine (N502725, Hydrate) and is a useful synthetic intermediate in the synthesis of Hydroxymelphalan (H939850); an analog of Melphalan (M216900) which is an antineoplastic.