BOC-L-4-Nitrophe
- Product Name
- BOC-L-4-Nitrophe
- CAS No.
- 33305-77-0
- Chemical Name
- BOC-L-4-Nitrophe
- Synonyms
- Phe(4-NO2);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(4-NO2)-OH;BOC-PHE(P-NO2)-OH
- CBNumber
- CB0178783
- Molecular Formula
- C14H18N2O6
- Formula Weight
- 310.3
- MOL File
- 33305-77-0.mol
BOC-L-4-Nitrophe Property
- 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
- 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
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H314Causes severe skin burns and eye damage
- Precautionary statements
-
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P330+P331IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P310Immediately call a POISON CENTER or doctor/physician.
P363Wash contaminated clothing before reuse.
P403+P233Store in a well-ventilated place. Keep container tightly closed.
N-Bromosuccinimide Price
- Product number
- 15348
- Product name
- Boc-Phe(4-NO2)-OH
- Purity
- ≥99.0% (T)
- Packaging
- 1g
- Price
- $42.9
- Updated
- 2023/06/20
- Product number
- 15348
- Product name
- Boc-Phe(4-NO2)-OH
- Purity
- ≥99.0% (T)
- Packaging
- 5g
- Price
- $109
- Updated
- 2023/06/20
- Product number
- B2232
- Product name
- N-(tert-Butoxycarbonyl)-4-nitro-L-phenylalanine
- Purity
- >98.0%(T)
- Packaging
- 1g
- Price
- $22
- Updated
- 2025/07/31
- Product number
- B2232
- Product name
- N-(tert-Butoxycarbonyl)-4-nitro-L-phenylalanine
- Purity
- >98.0%(T)
- Packaging
- 5g
- Price
- $36
- Updated
- 2025/07/31
- Product number
- B658040
- Product name
- N-Boc-p-nitro-L-phenylalanine
- Packaging
- 5g
- Price
- $95
- Updated
- 2021/12/16
BOC-L-4-Nitrophe Chemical Properties,Usage,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
24424-99-5
949-99-5
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
BOC-L-4-Nitrophe Preparation Products And Raw materials
Raw materials
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View Lastest Price from BOC-L-4-Nitrophe manufacturers
- Product
- Boc-4-NO2-Phe-OH 33305-77-0
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1T+
- Release date
- 2023-10-07
- Product
- BOC-L-4-Nitrophe 33305-77-0
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-07-11
- Product
- N-(tert-Butoxycarbonyl)-4-nitro-L-phenylalanine 33305-77-0
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-06-27