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

Base Information

• Chemical Name: methyl-3,3-bis(trimethylsilyl)phosphono-3-<(N-benzyloxycarbonyl-D,L-alanyl)amino>-propanoate
• CAS No.: 84673-38-1
• Molecular Formula: C₂₁H₃₇N₂O₈PSi₂
• Molecular Weight: 532.678
• Mol file: 84673-38-1.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 3 articles about methyl-3,3-bis(trimethylsilyl)phosphono-3-<(N-benzyloxycarbonyl-D,L-alanyl)amino>-propanoate 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: 94.0%

trimethylsilyl bromide (2857-97-8) + methyl-3,3-dimethylphosphono-3-<(N-benzyloxycarbonyl-D,L-alanyl)-amino>-propanoate (76116-61-5) → methyl-3,3-bis(trimethylsilyl)phosphono-3-<(N-benzyloxycarbonyl-D,L-alanyl)amino>-propanoate (84673-38-1)

Guidance literature:

In dichloromethane; for 3h;

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

Reference yield:

N-benzyloxycarbonylalanine (4132-86-9,26607-51-2,1142-20-7) → methyl-3,3-bis(trimethylsilyl)phosphono-3-<(N-benzyloxycarbonyl-D,L-alanyl)amino>-propanoate (84673-38-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 52 percent / triethylamine, isobutyl chloroformate / CH₂Cl₂ / 0.67 h / -20 °C

2: 15 percent / HCl / 13.5 h / 0 - 25 °C

3: 94 percent / CH₂Cl₂ / 3 h

With hydrogenchloride; triethylamine; isobutyl chloroformate; In dichloromethane;

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:

trimethylsilyl bromide

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

N-benzyloxycarbonylalanine

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

Downstream raw materials:

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