[7-(2-bromo-acetylamino)-heptyl]-[2-(2-nitro-benzenesulfonylamino)-ethyl]-phosphoramidic acid diethyl ester

Base Information

• Chemical Name: [7-(2-bromo-acetylamino)-heptyl]-[2-(2-nitro-benzenesulfonylamino)-ethyl]-phosphoramidic acid diethyl ester
• CAS No.: 344951-18-4
• Molecular Formula: C₂₁H₃₆BrN₄O₈PS
• Molecular Weight: 615.483
• Mol file: 344951-18-4.mol

Synonyms:[7-(2-bromo-acetylamino)-heptyl]-[2-(2-nitro-benzenesulfonylamino)-ethyl]-phosphoramidic acid diethyl ester

Chemical Property of [7-(2-bromo-acetylamino)-heptyl]-[2-(2-nitro-benzenesulfonylamino)-ethyl]-phosphoramidic acid diethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [7-(2-bromo-acetylamino)-heptyl]-[2-(2-nitro-benzenesulfonylamino)-ethyl]-phosphoramidic acid diethyl ester

There total 8 articles about [7-(2-bromo-acetylamino)-heptyl]-[2-(2-nitro-benzenesulfonylamino)-ethyl]-phosphoramidic acid diethyl 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: 89.0%

2-Bromoacetyl bromide (598-21-0) + (7-amino-heptyl)-[2-(2-nitro-benzenesulfonylamino)-ethyl]-phosphoramidic acid diethyl ester (344951-16-2) → [7-(2-bromo-acetylamino)-heptyl]-[2-(2-nitro-benzenesulfonylamino)-ethyl]-phosphoramidic acid diethyl ester (344951-18-4)

Guidance literature:

With sodium carbonate; In tetrahydrofuran; at -15 ℃;

DOI:10.1016/S0040-4039(02)01756-2

Reference yield:

N-(2-hydroxy-ethyl)-2-nitro-benzenesulfonamide (18226-11-4) → [7-(2-bromo-acetylamino)-heptyl]-[2-(2-nitro-benzenesulfonylamino)-ethyl]-phosphoramidic acid diethyl ester (344951-18-4)

Guidance literature:

Multi-step reaction with 7 steps

1: 60 percent / Et₃N / CH₂Cl₂ / 18 h / 20 °C

2: 90 percent / KOH / benzene; H₂O / 1 h / 20 °C

3: 59 percent / tetrahydrofuran / 0.33 h / 20 °C

4: 63 percent / Et₃N / tetrahydrofuran / -78 °C

5: 67 percent / Et₃N / CH₂Cl₂

6: 85 percent / TFA / CH₂Cl₂

7: 89 percent / Na₂CO₃ / tetrahydrofuran / -15 °C

With potassium hydroxide; sodium carbonate; triethylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; water; benzene;

DOI:10.1016/S0040-4039(02)01756-2

Reference yield:

2-Nitrobenzenesulfonyl chloride (1694-92-4) → [7-(2-bromo-acetylamino)-heptyl]-[2-(2-nitro-benzenesulfonylamino)-ethyl]-phosphoramidic acid diethyl ester (344951-18-4)

Guidance literature:

Multi-step reaction with 8 steps

1: 90 percent / Et₃N / CH₂Cl₂ / 18 h / 20 °C

2: 60 percent / Et₃N / CH₂Cl₂ / 18 h / 20 °C

3: 90 percent / KOH / benzene; H₂O / 1 h / 20 °C

4: 59 percent / tetrahydrofuran / 0.33 h / 20 °C

5: 63 percent / Et₃N / tetrahydrofuran / -78 °C

6: 67 percent / Et₃N / CH₂Cl₂

7: 85 percent / TFA / CH₂Cl₂

8: 89 percent / Na₂CO₃ / tetrahydrofuran / -15 °C

With potassium hydroxide; sodium carbonate; triethylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; water; benzene;

DOI:10.1016/S0040-4039(02)01756-2

upstream raw materials:

2-Bromoacetyl bromide

(7-amino-heptyl)-[2-(2-nitro-benzenesulfonylamino)-ethyl]-phosphoramidic acid diethyl ester

N-(2-hydroxy-ethyl)-2-nitro-benzenesulfonamide

2-Nitrobenzenesulfonyl chloride

Downstream raw materials:

[4-(2-Nitro-benzenesulfonyl)-6-oxo-1,4,7-triaza-cyclotetradec-1-yl]-phosphonic acid diethyl ester