Réaction #83083

ord-1e8682eabc2d4a8fbe646d0123190478

Équation de réaction

O=C(OCc1ccc([N+](=O)[O-])cc1)Oc1ccc([N+](=O)[O-])cc1
product
O=C(OCc1ccc([N+](=O)[O-])cc1)Oc1ccc([N+](=O)[O-])cc1
Carbonic acid 4-Nitrophenyl (4-Nitrophenyl)methyl Ester
C[C@H](N)C(=O)O
L-alanine
CCN(CC)CC
triethylamine
CCO.O
ethyl alcohol water
→
C[C@H](NC(=O)Cc1ccc([N+](=O)[O-])cc1)C(=O)O
desired product
C[C@H](NC(=O)Cc1ccc([N+](=O)[O-])cc1)C(=O)O
N-[[4-Nitrophenyl)methylcarbonyl]-L-alanine

Réactifs

—
80/20
O=C(OCc1ccc([N+](=O)[O-])cc1)Oc1ccc([N+](=O)[O-])cc1
product
O=C(OCc1ccc([N+](=O)[O-])cc1)Oc1ccc([N+](=O)[O-])cc1
Carbonic acid 4-Nitrophenyl (4-Nitrophenyl)methyl Ester
C[C@H](N)C(=O)O
L-alanine
CCN(CC)CC
triethylamine
CCO.O
ethyl alcohol water

Réactifs

Aucun

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    AutreThe resulting oil is purified by chromatography (3×, silica gel: 50% ethyl acetate/hexane)

Mode opératoire

The title compound is prepared by the procedure of Example 255 using 5.3 g of product from Example 254, 1.48 g of L-alanine, 4.6 ml of triethylamine, and 200 ml of 80/20 ethyl alcohol/water. The resulting oil is purified by chromatography (3×, silica gel: 50% ethyl acetate/hexane) to give 3.39 g of the desired product.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US05623081uspto-grants-1997_04