diethyl-(2-N-(2-N-benzyloxycarbonylaminoethyl)-2-N-(thymin-1-yl-acetyl)aminoethyl)phosphonate

Base Information

• Chemical Name: diethyl-(2-N-(2-N-benzyloxycarbonylaminoethyl)-2-N-(thymin-1-yl-acetyl)aminoethyl)phosphonate
• CAS No.: 329326-36-5
• Molecular Formula: C₂₃H₃₃N₄O₈P
• Molecular Weight: 524.511
• Mol file: 329326-36-5.mol

Synonyms:diethyl-(2-N-(2-N-benzyloxycarbonylaminoethyl)-2-N-(thymin-1-yl-acetyl)aminoethyl)phosphonate

Chemical Property of diethyl-(2-N-(2-N-benzyloxycarbonylaminoethyl)-2-N-(thymin-1-yl-acetyl)aminoethyl)phosphonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of diethyl-(2-N-(2-N-benzyloxycarbonylaminoethyl)-2-N-(thymin-1-yl-acetyl)aminoethyl)phosphonate

There total 3 articles about diethyl-(2-N-(2-N-benzyloxycarbonylaminoethyl)-2-N-(thymin-1-yl-acetyl)aminoethyl)phosphonate 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:

diethyl 2-bromoethylphosphonate (5324-30-1) → diethyl-(2-N-(2-N-benzyloxycarbonylaminoethyl)-2-N-(thymin-1-yl-acetyl)aminoethyl)phosphonate (329326-36-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 100 percent / 2 h / 20 °C

2.1: PhCHO; MgSO₄; K₂CO₃ / CHCl₃ / 2 h / 20 °C

2.2: CHCl₃ / 2.5 h / -20 - 20 °C

2.3: 65 percent / aq. HCl / CHCl₃ / 3 h / 20 °C

3.1: 96 percent / dicyclohexylcarbodiimide / dimethylformamide / 20 °C

With magnesium sulfate; potassium carbonate; benzaldehyde; dicyclohexyl-carbodiimide; In chloroform; N,N-dimethyl-formamide;

DOI:10.1016/S0968-0896(00)00230-3

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → diethyl-(2-N-(2-N-benzyloxycarbonylaminoethyl)-2-N-(thymin-1-yl-acetyl)aminoethyl)phosphonate (329326-36-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: PhCHO; MgSO₄; K₂CO₃ / CHCl₃ / 2 h / 20 °C

1.2: CHCl₃ / 2.5 h / -20 - 20 °C

1.3: 65 percent / aq. HCl / CHCl₃ / 3 h / 20 °C

2.1: 96 percent / dicyclohexylcarbodiimide / dimethylformamide / 20 °C

With magnesium sulfate; potassium carbonate; benzaldehyde; dicyclohexyl-carbodiimide; In chloroform; N,N-dimethyl-formamide;

DOI:10.1016/S0968-0896(00)00230-3

Reference yield:

1-diethoxyphosphoryl-2-(β-aminoethyl)aminoethane (144912-80-1) → diethyl-(2-N-(2-N-benzyloxycarbonylaminoethyl)-2-N-(thymin-1-yl-acetyl)aminoethyl)phosphonate (329326-36-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: PhCHO; MgSO₄; K₂CO₃ / CHCl₃ / 2 h / 20 °C

1.2: CHCl₃ / 2.5 h / -20 - 20 °C

1.3: 65 percent / aq. HCl / CHCl₃ / 3 h / 20 °C

2.1: 96 percent / dicyclohexylcarbodiimide / dimethylformamide / 20 °C

With magnesium sulfate; potassium carbonate; benzaldehyde; dicyclohexyl-carbodiimide; In chloroform; N,N-dimethyl-formamide;

DOI:10.1016/S0968-0896(00)00230-3

upstream raw materials:

diethyl 2-bromoethylphosphonate

benzyl chloroformate

1-diethoxyphosphoryl-2-(β-aminoethyl)aminoethane

Downstream raw materials:

(4-N-benzoyl-3'-O-tert-butyldimethylsilyl)-2'-deoxycytidin-5'-O-yl-(2-N-(2-N-benzyloxycarbonylaminoethyl)-2-N-(thymin-1-yl-acetyl)aminoethyl)phosphonic acid

(2-{(2-amino-ethyl)-[(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-amino}-ethyl)-phosphonic acid mono-[5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-3-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-furan-2-ylmethyl] ester

2-N-(2-N-benzyloxycarbonylaminoethyl)-2-N-(thymin-1-yl-acetyl)aminoethylphosphonic acid