BOC-D-2-NITROPHENYLALANINE

Base Information

• Chemical Name: BOC-D-2-NITROPHENYLALANINE
• CAS No.: 478183-69-6
• Molecular Formula: C₁₄H₁₈N₂O₆
• Molecular Weight: 310.307
• Hs Code.: 2924299090
• Mol file: 478183-69-6.mol

Synonyms:N-ALPHA-T-BUTOXYCARBONYL-(2-NITRO)-D-PHENYLALANINE;BOC-O-NITRO-D-PHE-OH;BOC-2-NITRO-D-PHENYLALANINE;BOC-D-PHE(2-NO2)-OH;BOC-D-2-NITROPHE;BOC-D-2-NITROPHENYLALANINE;2-Nitro-D-phenylalanine, N-BOC protected;(R)-2-(tert-butoxycarbonylamino)-3-(2-nitrophenyl)propanoic acid

Chemical Property of BOC-D-2-NITROPHENYLALANINE

Chemical Property:

• Boiling Point: 488 °C at 760 mmHg
• Flash Point: 248.9 °C
• PSA: 121.45000
• Density: 1.29 g/cm³
• LogP: 3.02930
• Storage Temp.: Store at R.T.

Purity/Quality:

98%min ^*data from raw suppliers

Boc-2-nitro-D-phenylalanine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of BOC-D-2-NITROPHENYLALANINE

There total 2 articles about BOC-D-2-NITROPHENYLALANINE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 81.0%

di-tert-butyl dicarbonate (24424-99-5) + DL-2-nitrophenylalanine (1991-82-8,19883-75-1,35378-63-3) → N-t-butyloxycarbonyl-DL-2-nitrophenylalanine (116366-31-5,478183-69-6)

Guidance literature:

With potassium carbonate; In water; tert-butyl alcohol; at 40 ℃; for 1h;

Reference yield: 51.0%

→ N-(tert-butoxycarbonyl)-2-nitro-L-phenylalanine (185146-84-3,478183-69-6) + Boc-Phe(p-NO2)-OH (33305-77-0)

Guidance literature:

With 2-nitrobenzo[d]isothiazol-3(2H)-one 1,1-dioxide; at 55 - 60 ℃; for 3h; Inert atmosphere; Sealed tube;

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) + N-t-butyloxycarbonyl-DL-2-nitrophenylalanine (116366-31-5,478183-69-6) → 2-tert-Butoxycarbonylamino-3-(2-nitro-phenyl)-propionic acid tert-butyl ester

Guidance literature:

With pyridine; dmap; 1-amino-3-(dimethylamino)propane; Yield given. Multistep reaction; 1.) t-BuOH, EtOAc, 15 to 20 deg C, 16-20 h, 2.) t-BuOH, EtOAc, 15 min;

upstream raw materials:

di-tert-butyl dicarbonate

DL-2-nitrophenylalanine

Refernces

• 1、 Pozdnev, V. F.. "ACTIVATION OF CARBOXYLIC ACIDS WITH PYROCARBONATES. SYNTHESIS OF t-BUTYL ESTERS OF N-PROTECTED AMINO ACIDS FROM DI-t-BUTYL PYROCARBONATE IN THE PRESENCE OF PYRIDINE AND 4-DIMETHYLAMINOPYRIDINE". . p. 592 - 597. Retrieved 2007/10/02.