N⁶-benzoyl-2',3'-isopropylidene-5'-(2-hydroxytetrahydrofuran-3-yl)-5'-deoxyadenosine

Base Information

• Chemical Name: N⁶-benzoyl-2',3'-isopropylidene-5'-(2-hydroxytetrahydrofuran-3-yl)-5'-deoxyadenosine
• CAS No.: 126616-46-4
• Molecular Formula: C₂₄H₂₇N₅O₆
• Molecular Weight: 481.508

Synonyms:N⁶-benzoyl-2',3'-isopropylidene-5'-(2-hydroxytetrahydrofuran-3-yl)-5'-deoxyadenosine

Chemical Property of N⁶-benzoyl-2',3'-isopropylidene-5'-(2-hydroxytetrahydrofuran-3-yl)-5'-deoxyadenosine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N⁶-benzoyl-2',3'-isopropylidene-5'-(2-hydroxytetrahydrofuran-3-yl)-5'-deoxyadenosine

There total 1 articles about N⁶-benzoyl-2',3'-isopropylidene-5'-(2-hydroxytetrahydrofuran-3-yl)-5'-deoxyadenosine 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: 74.0%

N6-Benzoyl-2',3'-O-isopropylidene-5'-C-(2-oxotetrahydro-3-furanyl)-5'-deoxyadenosine (85681-04-5) → N6-benzoyl-2',3'-isopropylidene-5'-(2-hydroxytetrahydrofuran-3-yl)-5'-deoxyadenosine (126616-46-4)

Guidance literature:

With diisobutylaluminium hydride; In tetrahydrofuran; toluene; at -78 ℃; for 3h;

DOI:10.1021/jo00297a034

Reference yield: 39.0%

N6-benzoyl-2',3'-isopropylidene-5'-(2-hydroxytetrahydrofuran-3-yl)-5'-deoxyadenosine (126616-46-4) + tert-butylchlorodiphenylsilane (58479-61-1) → N6-benzoyl-2',3'-isopropylidene-5'-(1-formyl-3-((tert-butyldiphenylsilyl)oxy)-1-propyl)-5'-deoxyadenosine (126616-48-6)

Guidance literature:

With 1H-imidazole; In N,N,N,N,N,N-hexamethylphosphoric triamide; N,N-dimethyl-formamide; at 50 ℃; for 1.33333h;

DOI:10.1021/jo00297a034

Reference yield:

N6-benzoyl-2',3'-isopropylidene-5'-(2-hydroxytetrahydrofuran-3-yl)-5'-deoxyadenosine (126616-46-4) → 5'-(6-amino-6-carboxy-1-phenyl-1-hexyn-3-yl)-5'-deoxyadenosine (126616-18-0)

Guidance literature:

Multi-step reaction with 8 steps

1: 39 percent / imidazole / dimethylformamide; hexamethylphosphoric acid triamide / 1.33 h / 50 °C

2: 31 percent / potassium tert-butoxide / tetrahydrofuran / -78 °C / a) 15 min b) 5 h

3: 78 percent / CuI, Et₃N / PdCl₂(PPh₃)2 / a) 50 deg C, 3 h b) room temp., overnight

4: 94 percent / NH₄OH / methanol / 18 h / Ambient temperature

5: 97 percent / HOAc, tetrabutylammonium fluoride / tetrahydrofuran / 8.67 h / Ambient temperature

6: 86 percent / methyltriphenoxyphosphonium iodide / CH₂Cl₂ / 1. -78 deg C -> room temp. , 30 min 2. 2 h at room temp.

7: LDA (diisopropyl amine, n-BuLi) / 1. -78 deg C, 30 min, THF, HMPT 2.a) -78 deg C, THF, 3 h b) -78 deg C -> 0 deg C, 1 h c) 0 deg C, 1 h d) room temp., 2 h

8: 1. 80percent HCOOH 2. aqu. MeOH, K₂CO₃ / 1. 5 h, room temp. 2. room temp.

With 1H-imidazole; ammonium hydroxide; copper(l) iodide; formic acid; potassium tert-butylate; tetrabutyl ammonium fluoride; methyltriphenoxyphosphonium iodide; potassium carbonate; acetic acid; triethylamine; lithium diisopropyl amide; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo00297a034

upstream raw materials:

N⁶-Benzoyl-2',3'-O-isopropylidene-5'-C-(2-oxotetrahydro-3-furanyl)-5'-deoxyadenosine

Downstream raw materials:

N⁶-benzoyl-2',3'-isopropylidene-5'-(1-formyl-3-((tert-butyldiphenylsilyl)oxy)-1-propyl)-5'-deoxyadenosine

2',3'-isopropylidene-5'-(5-hydroxy-1-phenyl-1-pentyn-3-yl)-5'-deoxyadenosine

2',3'-isopropylidene-5'-(5-iodo-1-phenyl-1-pentyn-3-yl)-5'-deoxyadenosine

5'-(6-amino-6-carboxy-1-phenyl-1-hexyn-3-yl)-5'-deoxyadenosine

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 126616-46-4 N⁶-benzoyl-2',3'-isopropylidene-5'-(2-hydroxytetrahydrofuran-3-yl)-5'-deoxyadenosine

Send

Send

Metric Ton KG G Pound L ML

Send

Send