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BOC-L-4-Nitrophe

CAS No.
33305-77-0
Chemical Name:
BOC-L-4-Nitrophe
Synonyms
Phe(4-NO2);BOC-PHE(4-NO2)-OH;D-Phe.otBu.HCl;BOC-L-4-NITROPHE;BOC-L-PHE(4-NO2);Boc-4-NO2-Phe-OH;BOC-PHE(4''-NO2);BOC-(P-NO2)PHE-OH;BOC-PNO2-L-PHE-OH;BOC-PHE(P-NO2)-OH
CBNumber:
CB0178783
Molecular Formula:
C14H18N2O6
Molecular Weight:
310.3
MDL Number:
MFCD00038128
MOL File:
33305-77-0.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-05-27 17:21:28

BOC-L-4-Nitrophe Properties

Melting point 107°C
alpha 8 º (c=1,MeOH)
Boiling point 509.3±45.0 °C(Predicted)
Density 1.290±0.06 g/cm3(Predicted)
storage temp. Sealed in dry,Room Temperature
solubility Chloroform (Slightly), Ethanol (Slightly)
form Solid
pka 3.70±0.10(Predicted)
color Pale Beige
optical activity [α]20/D +8±1°, c = 1% in methanol
BRN 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 33305-77-0
UNSPSC Code 12352209
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Corrosion (GHS05)
GHS05
Signal word  Warning
Hazard statements  H314
Precautionary statements  P264b-P271-P280-P301+P330+P331-P304+P340-P305+P351+P338-P310-P363-P403+P233-P501c
PPE Eyeshields, Gloves, type N95 (US)
Hazard Codes  Xi
Safety Statements  24/25
WGK Germany  3
HazardClass  IRRITANT
HS Code  29242990
Storage Class 11 - Combustible Solids
NFPA 704
1
0 0

BOC-L-4-Nitrophe price More Price(80)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 15348 Boc-Phe(4-NO2)-OH ≥99.0% (T) 33305-77-0 1g $42.9 2023-06-20 Buy
Sigma-Aldrich 15348 Boc-Phe(4-NO2)-OH ≥99.0% (T) 33305-77-0 5g $109 2023-06-20 Buy
TCI Chemical B2232 N-(tert-Butoxycarbonyl)-4-nitro-L-phenylalanine >98.0%(T) 33305-77-0 1g $22 2026-04-30 Buy
TCI Chemical B2232 N-(tert-Butoxycarbonyl)-4-nitro-L-phenylalanine >98.0%(T) 33305-77-0 5g $29 2026-04-30 Buy
Usbiological 458395 N-Boc-p-nitro-L-phenylalanine 33305-77-0 1g $312 2026-06-03 Buy
Product number Packaging Price Buy
15348 1g $42.9 Buy
15348 5g $109 Buy
B2232 1g $22 Buy
B2232 5g $29 Buy
458395 1g $312 Buy

BOC-L-4-Nitrophe Chemical Properties, Uses, Production

Chemical Properties

Light yellow powder

Uses

N-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.

reaction suitability

reaction type: Boc solid-phase peptide synthesis

Synthesis

Di-tert-butyl dicarbonate

24424-99-5

4-Nitro-3-phenyl-L-alanine

949-99-5

BOC-L-4-Nitrophe

33305-77-0

To a stirred solution of 4.0 g of (S)-2-amino-3-(4-nitrophenyl)propanoic acid (0.019 mol) in 30 cm3 tert-butanol and 0.8 g of NaOH (0.0209 mol, dissolved in 5 cm3 of water) was added slowly and dropwise at 0 °C 5 cm3 of di-tert-butyl dicarbonate (0.0228 mol, dissolved in 5 cm3 of tert-butanol). The reaction mixture was stirred for 10 h at room temperature. After completion of the reaction (confirmed by thin layer chromatography), the solvent was removed by evaporation and the residue was poured into water and extracted with ethyl acetate (2 x 50 cm3). The organic phases were combined, washed sequentially with 50 cm3 10% citric acid solution and 50 cm3 saturated brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure to give (S)-2-((tert-butoxycarbonyl)amino)-3-(4-nitrophenyl)propionic acid as a white solid. Yield: 5.0 g (86% yield); Melting point: 105-106°C (literature value 105-107°C).

References

[1] Journal of Organic Chemistry, 1996, vol. 61, # 5, p. 1872 - 1874
[2] Journal of Organic Chemistry, 1999, vol. 64, # 10, p. 3467 - 3475
[3] Patent: US2002/35137, 2002, A1
[4] Monatshefte fur Chemie, 2016, vol. 147, # 11, p. 2001 - 2008
[5] Journal of Medicinal Chemistry, 1989, vol. 32, # 3, p. 638 - 643

24424-99-5
949-99-5
33305-77-0
Synthesis of BOC-L-4-Nitrophe from Di-tert-butyl dicarbonate and 4-Nitro-3-phenyl-L-alanine
Global Suppliers ( 308)
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GL Biochem (Shanghai) Ltd 21-61263452 13641803416 ymbetter@glbiochem.com China 9981 64
Capot Chemical Co., Ltd +86 (0) 571 85 58 67 18 China 18187 66
Beijing Ouhe Technology Co., Ltd 13552068683 13522913783 2355560935@qq.com China 11777 60

View Latest Price from BOC-L-4-Nitrophe manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Boc-4-NO2-Phe-OH pictures 2026-09-16 Boc-4-NO2-Phe-OH
33305-77-0
1kg 98% 1T+ Sichuan HongRi Pharma-Tech Co.,Ltd
BOC-L-4-Nitrophe pictures 2021-07-13 BOC-L-4-Nitrophe
33305-77-0
$10.00-15.00 1KG 99%+ HPLC Zhuozhou Wenxi import and Export Co., Ltd
N-(tert-Butoxycarbonyl)-4-nitro-L-phenylalanine pictures 2021-07-02 N-(tert-Butoxycarbonyl)-4-nitro-L-phenylalanine
33305-77-0
$10.00-15.00 1KG 99%+ HPLC Zhuozhou Wenxi import and Export Co., Ltd
  • BOC-L-4-Nitrophe pictures
  • BOC-L-4-Nitrophe
    33305-77-0
  • $10.00-15.00
  • 99%+ HPLC
  • Zhuozhou Wenxi import and Export Co., Ltd

BOC-L-4-Nitrophe Spectrum

BOC-PNO2-L-PHE-OH BOC-(P-NO2)PHE-OH BOC-P-NITRO-PHENYLALANINE BOC-P-NITRO-PHE-OH BOC-PHE(P-NO2)-OH BOC-L-4-NITROPHE BOC-L-4-NITROPHENYLALANINE BOC-L-PHE(4-NO2) BOC-L-PHE(4-NO2)-OH BOC-4-NITRO PHENYLALANINE BOC-4-NITRO-PHE-OH BOC-4-NITRO-L-PHENYLALANINE N-(tert-Butyloxycarbonyl)-4-nitro-L-phenylalanine Boc-L-4-NO2-Phe-OH Boc-4-Nitro-L-Phenylalanine N-Boc-4-nitro-L-phenylalanine Boc-Phe(4-NO2)-OH (S)-2-t-butyloxycarbonylaMino-3-(4-nitrophenyl)propionic acid H-Phe(4'-NO2)-OBut·HCl Boc-D-4-Nitro-Phe-OH Boc-4-NO2-Phe-OH (Tert-Butoxy)Carbonyl Phe(4-NO2)-OH D-Phe.otBu.HCl L-Phenylalanine,N-[(1,1-diMethylethoxy)carbonyl]-4-nitro- (S)-Boc-2-amino-3-(4-nitrophenyl)propionic acid Boc-4-nitro-L-phenylalanine≥ 99% (HPLC) Boc-p-nitro-L-Phe-OH (S)-2-(TERT-BUTOXYCARBONYLAMINO)-3-(4-NITROPHENYL)PROPANOIC ACID RARECHEM BK PT 0074 N-TERT-BUTOXYCARBONYL-4-NITRO-L-PHENYLALANINE N-TBOC-P-NITRO-L-PHENYLALANINE N-ALPHA-T-BUTOXYCARBONYL-(4-NITROPHENYL)-L-ALANINE N-ALPHA-T-BOC-4-NITRO-L-PHENYLALANINE N-ALPHA-TERT-BUTYLOXYCARBONYL-4-NITRO-L-PHENYLALANINE N-ALPHA-T-BUTOXYCARBONYL-P-NITRO-L-PHENYLALANINE N-BOC-4-NITRO-L-PHENYLALANINE Boc-Phe(4-NO2)-OH N-(tert-butoxycarbonyl)-4-nitro-3-phenyl-L-alanine N-T-BOC-P-NITRO-L-PHENYLALANINE*FREE ACI D 4-Nitro-L-phenylalanine, N-BOC protected N-ALPHA-T-BUTYLOXYCARBONYL-4-NITRO-L-PHENYLALANINE Boc-L-4-NO2-Phe-OH NALPHA-tert-Butoxycarbonyl-3-(4-nitrophenyl)-L-alanine tert-Butoxycarbonyl-L-4-nitrophenylalanine BOC-PHE(4''-NO2) N-TERT-BOC-P-NITRO-L-PHENYLALANINE N-Boc-p-nitro-L-phenylalanine N-(tert-Butoxycarbonyl)-4-nitro-L-phenylalanine> BOC-L-4-Nitrophe USP/EP/BP Boc-4-nitro-l-phenylalanine, 98%+ BOC-4-Nitro-L-Phenylalanine extrapure, 98% N-Boc-4-nitro-L-phenylalanine, 95%, BOC-4-NITRO-L-PHENYLALANINE 98% (S)-2-(N-BOC-Amino)-3-(4-nitrophenyl)-propanoic acid BOC-PHE(4-NO2)-OH Phe(4-NO2) 33305-77-0 Peptide Synthesis Phenylalanine Derivatives Specialty Synthesis