2-chloro-N⁶-(3-iodobenzyl)-9-[3-(3-chloroacetylureido)-2,5-di-O-t-butyldimethylsilyl-3-deoxy-β-D-ribofuranosyl]adenine

Base Information

• Chemical Name: 2-chloro-N⁶-(3-iodobenzyl)-9-[3-(3-chloroacetylureido)-2,5-di-O-t-butyldimethylsilyl-3-deoxy-β-D-ribofuranosyl]adenine
• CAS No.: 889126-19-6
• Molecular Formula: C₃₂H₄₈Cl₂IN₇O₅Si₂
• Molecular Weight: 864.759

Synonyms:2-chloro-N⁶-(3-iodobenzyl)-9-[3-(3-chloroacetylureido)-2,5-di-O-t-butyldimethylsilyl-3-deoxy-β-D-ribofuranosyl]adenine

Chemical Property of 2-chloro-N⁶-(3-iodobenzyl)-9-[3-(3-chloroacetylureido)-2,5-di-O-t-butyldimethylsilyl-3-deoxy-β-D-ribofuranosyl]adenine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-chloro-N⁶-(3-iodobenzyl)-9-[3-(3-chloroacetylureido)-2,5-di-O-t-butyldimethylsilyl-3-deoxy-β-D-ribofuranosyl]adenine

There total 8 articles about 2-chloro-N⁶-(3-iodobenzyl)-9-[3-(3-chloroacetylureido)-2,5-di-O-t-butyldimethylsilyl-3-deoxy-β-D-ribofuranosyl]adenine 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: 81.0%

2-chloro-N6-(3-iodobenzyl)-9-(3-amino-2,5-di-O-t-butyldimethylsilyl-3-deoxy-β-D-ribofuranosyl)adenine (889126-16-3) + 2-chloroacetylisocyanate (4461-30-7) → 2-chloro-N6-(3-iodobenzyl)-9-[3-(3-chloroacetylureido)-2,5-di-O-t-butyldimethylsilyl-3-deoxy-β-D-ribofuranosyl]adenine (889126-19-6)

Guidance literature:

In N,N-dimethyl-formamide; at 0 ℃; for 2h;

DOI:10.1021/jm050968b

Reference yield:

Acetic acid (2S,3S,4R)-3-azido-4,5-dihydroxy-tetrahydro-furan-2-ylmethyl ester → 2-chloro-N6-(3-iodobenzyl)-9-[3-(3-chloroacetylureido)-2,5-di-O-t-butyldimethylsilyl-3-deoxy-β-D-ribofuranosyl]adenine (889126-19-6)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 2 g / pyridine / 16 h / 20 °C

2.1: HMDS; ammonium sulfate / 16 h / Heating

2.2: 51 percent / TMSOTf / 1,2-dichloro-ethane / 2.33 h / 20 - 60 °C

3.1: Et₃N / ethanol / 18 h / 50 °C

3.2: 95 percent / NaOMe / methanol / 2 h / 20 °C

4.1: 83 percent / imidazole / dimethylformamide / 24 h / 20 °C

5.1: triphenylphosphine / tetrahydrofuran / 0.5 h / 0 °C

5.2: 94 percent / aq. NH₄OH / tetrahydrofuran / 20 °C

6.1: 81 percent / dimethylformamide / 2 h / 0 °C

With pyridine; 1H-imidazole; ammonium sulfate; triethylamine; triphenylphosphine; 1,1,1,3,3,3-hexamethyl-disilazane; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide;

DOI:10.1021/jm050968b

Reference yield:

5-O-acetyl-3-azido-3-deoxy-1,2-O-isopropylidene-α-D-ribofuranose (889126-05-0) → 2-chloro-N6-(3-iodobenzyl)-9-[3-(3-chloroacetylureido)-2,5-di-O-t-butyldimethylsilyl-3-deoxy-β-D-ribofuranosyl]adenine (889126-19-6)

Guidance literature:

Multi-step reaction with 7 steps

1.1: aq. formic acid / 1.5 h / 60 °C

2.1: 2 g / pyridine / 16 h / 20 °C

3.1: HMDS; ammonium sulfate / 16 h / Heating

3.2: 51 percent / TMSOTf / 1,2-dichloro-ethane / 2.33 h / 20 - 60 °C

4.1: Et₃N / ethanol / 18 h / 50 °C

4.2: 95 percent / NaOMe / methanol / 2 h / 20 °C

5.1: 83 percent / imidazole / dimethylformamide / 24 h / 20 °C

6.1: triphenylphosphine / tetrahydrofuran / 0.5 h / 0 °C

6.2: 94 percent / aq. NH₄OH / tetrahydrofuran / 20 °C

7.1: 81 percent / dimethylformamide / 2 h / 0 °C

With pyridine; 1H-imidazole; ammonium sulfate; formic acid; triethylamine; triphenylphosphine; 1,1,1,3,3,3-hexamethyl-disilazane; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide;

DOI:10.1021/jm050968b

upstream raw materials:

2-chloro-N⁶-(3-iodobenzyl)-9-(3-amino-2,5-di-O-t-butyldimethylsilyl-3-deoxy-β-D-ribofuranosyl)adenine

2-chloroacetylisocyanate

5-O-acetyl-3-azido-3-deoxy-1,2-O-isopropylidene-α-D-ribofuranose

1,2,5-tri-O-acetyl-3-azido-3-deoxy-D-ribofuranose

Downstream raw materials:

2-chloro-N⁶-(3-iodobenzyl)-9-(2,5-di-O-t-butyldimethylsilyl-3-deoxy-3-ureido-β-D-ribofuranosyl)adenine

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 889126-19-6 2-chloro-N⁶-(3-iodobenzyl)-9-[3-(3-chloroacetylureido)-2,5-di-O-t-butyldimethylsilyl-3-deoxy-β-D-ribofuranosyl]adenine

Send

Send

Metric Ton KG G Pound L ML

Send

Send