(1R,3R,4R,5R,7S)-3-(N₂-acetylguanin-9-yl)-7-(2-cyanoethoxydiisopropylaminophosphinoxy)-1-(4,4'-dimethoxytrityloxy)methyl-5-methyl-2-oxabicyclo[2.2.1]heptane

Base Information

• Chemical Name: (1R,3R,4R,5R,7S)-3-(N₂-acetylguanin-9-yl)-7-(2-cyanoethoxydiisopropylaminophosphinoxy)-1-(4,4'-dimethoxytrityloxy)methyl-5-methyl-2-oxabicyclo[2.2.1]heptane
• CAS No.: 1301628-70-5
• Molecular Formula: C₄₅H₅₄N₇O₈P
• Molecular Weight: 851.94

Synonyms:(1R,3R,4R,5R,7S)-3-(N₂-acetylguanin-9-yl)-7-(2-cyanoethoxydiisopropylaminophosphinoxy)-1-(4,4'-dimethoxytrityloxy)methyl-5-methyl-2-oxabicyclo[2.2.1]heptane

Chemical Property of (1R,3R,4R,5R,7S)-3-(N₂-acetylguanin-9-yl)-7-(2-cyanoethoxydiisopropylaminophosphinoxy)-1-(4,4'-dimethoxytrityloxy)methyl-5-methyl-2-oxabicyclo[2.2.1]heptane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,3R,4R,5R,7S)-3-(N₂-acetylguanin-9-yl)-7-(2-cyanoethoxydiisopropylaminophosphinoxy)-1-(4,4'-dimethoxytrityloxy)methyl-5-methyl-2-oxabicyclo[2.2.1]heptane

There total 9 articles about (1R,3R,4R,5R,7S)-3-(N₂-acetylguanin-9-yl)-7-(2-cyanoethoxydiisopropylaminophosphinoxy)-1-(4,4'-dimethoxytrityloxy)methyl-5-methyl-2-oxabicyclo[2.2.1]heptane 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: 77.0%

(1R,3R,4R,5R,7S)-3-(N2-acetylguanin-9-yl)-1-(4,4'-dimethoxytrityoxy)methyl-7-hydroxy-5-methyl-2-oxabicyclo[2.2.1]heptane (1301628-69-2) + 2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine (124482-92-4,89992-70-1) → (1R,3R,4R,5R,7S)-3-(N2-acetylguanin-9-yl)-7-(2-cyanoethoxydiisopropylaminophosphinoxy)-1-(4,4'-dimethoxytrityloxy)methyl-5-methyl-2-oxabicyclo[2.2.1]heptane (1301628-70-5)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃;

DOI:10.1021/jo200073q

Reference yield:

4-C-allyl-3,5-di-O-benzyl-1,2-O-isopropylidene-α-D-ribofuranose (945382-92-3) → (1R,3R,4R,5R,7S)-3-(N2-acetylguanin-9-yl)-7-(2-cyanoethoxydiisopropylaminophosphinoxy)-1-(4,4'-dimethoxytrityloxy)methyl-5-methyl-2-oxabicyclo[2.2.1]heptane (1301628-70-5)

Guidance literature:

Multi-step reaction with 9 steps

1.1: trifluorormethanesulfonic acid; acetic acid / dichloromethane / 0.5 h / 0 °C

2.1: N,O-bis-(trimethylsilyl)-acetamide / 1,2-dichloro-ethane / 0.5 h / 80 °C / Inert atmosphere

2.2: 1 h / 80 °C / Inert atmosphere

3.1: water; sodium hydroxide / tetrahydrofuran / 0 °C

4.1: 1-methyl-1H-imidazole / dichloromethane / 0 - 20 °C

5.1: 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride / toluene / 2 h / 90 °C / Inert atmosphere

6.1: acetic acid / 20 - 55 °C

7.1: 20% palladium(II) hydroxide on carbon; formic acid / methanol / 2.5 h / Inert atmosphere; Reflux

8.1: pyridine / 20 °C

9.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0 - 20 °C

With pyridine; 1-methyl-1H-imidazole; formic acid; N,O-bis-(trimethylsilyl)-acetamide; 2,2'-azobis(isobutyronitrile); trifluorormethanesulfonic acid; 20% palladium(II) hydroxide on carbon; water; tri-n-butyl-tin hydride; acetic acid; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane; 1,2-dichloro-ethane; toluene;

DOI:10.1021/jo200073q

Reference yield:

(1R,3R,4R,5R,7S)-3-(N2-acetylguanin-9-yl)-1-benzyloxymethyl-7-benzyloxy-5-methyl-2-oxabicylco[2.2.1]heptane (1301628-66-9) → (1R,3R,4R,5R,7S)-3-(N2-acetylguanin-9-yl)-7-(2-cyanoethoxydiisopropylaminophosphinoxy)-1-(4,4'-dimethoxytrityloxy)methyl-5-methyl-2-oxabicyclo[2.2.1]heptane (1301628-70-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 20% palladium(II) hydroxide on carbon; formic acid / methanol / 2.5 h / Inert atmosphere; Reflux

2: pyridine / 20 °C

3: N-ethyl-N,N-diisopropylamine / dichloromethane / 0 - 20 °C

With pyridine; formic acid; 20% palladium(II) hydroxide on carbon; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane;

DOI:10.1021/jo200073q

upstream raw materials:

4-C-allyl-3,5-di-O-benzyl-1,2-O-isopropylidene-α-D-ribofuranose

C₂₆H₃₀O₇

9-[4-C-allyl-3,5-di-O-benzyl-2-O-acetyl-β-D-ribofuranosyl]-N2-acetyl-O6-diphenylcarbamoylguanine

9-[4-C-allyl-3,5-di-O-benzyl-β-D-ribofuranosyl]-N2-acetyl-O6-diphenylcarbamoylguanine

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 1301628-70-5 (1R,3R,4R,5R,7S)-3-(N₂-acetylguanin-9-yl)-7-(2-cyanoethoxydiisopropylaminophosphinoxy)-1-(4,4'-dimethoxytrityloxy)methyl-5-methyl-2-oxabicyclo[2.2.1]heptane

Send

Send

Metric Ton KG G Pound L ML

Send

Send