alpha-(Diethoxyphosphinyl)-4-methoxybenzylcarbamic acid benzyl ester

Base Information

• Chemical Name: alpha-(Diethoxyphosphinyl)-4-methoxybenzylcarbamic acid benzyl ester
• CAS No.: 129960-69-6
• Molecular Formula: C20H26NO6P
• Molecular Weight: 407.403
• DSSTox Substance ID: DTXSID101155716
• Nikkaji Number: J324.006A

Synonyms:DTXSID101155716;alpha-(Diethoxyphosphinyl)-4-methoxybenzylcarbamic acid benzyl ester;Phenylmethyl N-[(diethoxyphosphinyl)(4-methoxyphenyl)methyl]carbamate;129960-69-6

Chemical Property of alpha-(Diethoxyphosphinyl)-4-methoxybenzylcarbamic acid benzyl ester

Chemical Property:

• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 11
• Exact Mass: 407.14977455
• Heavy Atom Count: 28
• Complexity: 493

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOP(=O)(C(C1=CC=C(C=C1)OC)NC(=O)OCC2=CC=CC=C2)OCC

Technology Process of alpha-(Diethoxyphosphinyl)-4-methoxybenzylcarbamic acid benzyl ester

There total 2 articles about alpha-(Diethoxyphosphinyl)-4-methoxybenzylcarbamic acid benzyl ester 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: 95.0%

O-benzyl carbamate (621-84-1) + 4-methoxy-benzaldehyde (123-11-5) + phosphonic acid diethyl ester (762-04-9) → benzyl (diethoxyphosphoryl)(4-methoxyhenyl)methylcarbamate (129960-69-6)

Guidance literature:

With acetyl chloride; 1) 0 deg C, 1 h, 2) room temperature, 3 h;

DOI:10.1055/s-1990-26927

Reference yield: 94.0%

benzyl N-[(4-methoxyphenyl)(p-tolylsulfonyl)methyl]carbamate + diethyl trimethylsilyl phosphite (13716-45-5) → benzyl (diethoxyphosphoryl)(4-methoxyhenyl)methylcarbamate (129960-69-6)

Guidance literature:

With iron(III) chloride; In dichloromethane; at 20 ℃; for 2h; Reagent/catalyst; Catalytic behavior; Inert atmosphere;

DOI:10.1080/00397911.2016.1270323

Reference yield:

benzyl (diethoxyphosphoryl)(4-methoxyhenyl)methylcarbamate (129960-69-6) → diethyl [1-amine(4-methoxyphenyl)methyl]phosphonate (110470-34-3,110548-53-3,110548-54-4,112564-56-4)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; under 760 Torr; Yield given; Ambient temperature;

upstream raw materials:

O-benzyl carbamate

4-methoxy-benzaldehyde

phosphonic acid diethyl ester

diethyl trimethylsilyl phosphite

Downstream raw materials:

diethyl [1-amine(4-methoxyphenyl)methyl]phosphonate

[(2-tert-Butoxycarbonylamino-acetylamino)-(4-methoxy-phenyl)-methyl]-phosphonic acid diethyl ester

[(2-tert-Butoxycarbonylamino-4-methyl-pentanoylamino)-(4-methoxy-phenyl)-methyl]-phosphonic acid diethyl ester

[(2-Benzyloxycarbonylamino-acetylamino)-(4-methoxy-phenyl)-methyl]-phosphonic acid diethyl ester

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