O,O-dimethyl 4-oxo-1-(N-benzyloxycarbonyl-D,L-alanyl)-2-ylphosphonate

Base Information

• Chemical Name: O,O-dimethyl 4-oxo-1-(N-benzyloxycarbonyl-D,L-alanyl)-2-ylphosphonate
• CAS No.: 84673-36-9
• Molecular Formula: C₁₆H₂₁N₂O₇P
• Molecular Weight: 384.326
• Mol file: 84673-36-9.mol

Synonyms:O,O-dimethyl 4-oxo-1-(N-benzyloxycarbonyl-D,L-alanyl)-2-ylphosphonate

Chemical Property of O,O-dimethyl 4-oxo-1-(N-benzyloxycarbonyl-D,L-alanyl)-2-ylphosphonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of O,O-dimethyl 4-oxo-1-(N-benzyloxycarbonyl-D,L-alanyl)-2-ylphosphonate

There total 1 articles about O,O-dimethyl 4-oxo-1-(N-benzyloxycarbonyl-D,L-alanyl)-2-ylphosphonate 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: 52.0%

N-benzyloxycarbonylalanine (4132-86-9,26607-51-2,1142-20-7) + O,O-dimethyl (4-oxoazetidin-2-yl)phosphonate (84673-23-4) → O,O-dimethyl 4-oxo-1-(N-benzyloxycarbonyl-D,L-alanyl)-2-ylphosphonate (84673-36-9)

Guidance literature:

With triethylamine; isobutyl chloroformate; In dichloromethane; at -20 ℃; for 0.666667h;

DOI:10.1016/0040-4020(82)85087-4

Reference yield: 15.0%

methanol (67-56-1) + O,O-dimethyl 4-oxo-1-(N-benzyloxycarbonyl-D,L-alanyl)-2-ylphosphonate (84673-36-9) → methyl-3,3-dimethylphosphono-3-<(N-benzyloxycarbonyl-D,L-alanyl)-amino>-propanoate (76116-61-5)

Guidance literature:

With hydrogenchloride; at 0 - 25 ℃; for 13.5h;

DOI:10.1016/0040-4020(82)85087-4

Reference yield:

O,O-dimethyl 4-oxo-1-(N-benzyloxycarbonyl-D,L-alanyl)-2-ylphosphonate (84673-36-9) → methyl-3,3-bis(trimethylsilyl)phosphono-3-<(N-benzyloxycarbonyl-D,L-alanyl)amino>-propanoate (84673-38-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 15 percent / HCl / 13.5 h / 0 - 25 °C

2: 94 percent / CH₂Cl₂ / 3 h

With hydrogenchloride; In dichloromethane;

DOI:10.1016/0040-4020(82)85087-4

upstream raw materials:

N-benzyloxycarbonylalanine

O,O-dimethyl (4-oxoazetidin-2-yl)phosphonate

Downstream raw materials:

methyl-3,3-dimethylphosphono-3-<(N-benzyloxycarbonyl-D,L-alanyl)-amino>-propanoate

methyl-3-<(N-benzyloxycarbonyl-D,L-alanyl)-amino>-3-phosphonopropanoate

3,3-dimethylphosphono-3-<(N-benzyloxycarbonyl-D,L-alanyl)amino>-propanoic acid

methyl-3,3-bis(trimethylsilyl)phosphono-3-<(N-benzyloxycarbonyl-D,L-alanyl)amino>-propanoate