2-{[(2R,3R,4R,5R)-5-(6-Benzylamino-purin-9-yl)-3,4-bis-triethylsilanyloxy-tetrahydro-furan-2-ylmethyl]-amino}-ethanol

Base Information

• Chemical Name: 2-{[(2R,3R,4R,5R)-5-(6-Benzylamino-purin-9-yl)-3,4-bis-triethylsilanyloxy-tetrahydro-furan-2-ylmethyl]-amino}-ethanol
• CAS No.: 862490-69-5
• Molecular Formula: C₃₁H₅₂N₆O₄Si₂
• Molecular Weight: 628.963
• Mol file: 862490-69-5.mol

Synonyms:2-{[(2R,3R,4R,5R)-5-(6-Benzylamino-purin-9-yl)-3,4-bis-triethylsilanyloxy-tetrahydro-furan-2-ylmethyl]-amino}-ethanol

Chemical Property of 2-{[(2R,3R,4R,5R)-5-(6-Benzylamino-purin-9-yl)-3,4-bis-triethylsilanyloxy-tetrahydro-furan-2-ylmethyl]-amino}-ethanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-{[(2R,3R,4R,5R)-5-(6-Benzylamino-purin-9-yl)-3,4-bis-triethylsilanyloxy-tetrahydro-furan-2-ylmethyl]-amino}-ethanol

There total 8 articles about 2-{[(2R,3R,4R,5R)-5-(6-Benzylamino-purin-9-yl)-3,4-bis-triethylsilanyloxy-tetrahydro-furan-2-ylmethyl]-amino}-ethanol 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: 87.0%

{[(2R,3R,4R,5R)-5-(6-Benzylamino-purin-9-yl)-3,4-bis-triethylsilanyloxy-tetrahydro-furan-2-ylmethyl]-amino}-acetic acid ethyl ester (862490-68-4) → 2-{[(2R,3R,4R,5R)-5-(6-Benzylamino-purin-9-yl)-3,4-bis-triethylsilanyloxy-tetrahydro-furan-2-ylmethyl]-amino}-ethanol (862490-69-5)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at -15 - 20 ℃; for 2.75h;

DOI:10.1021/jo050205w

Reference yield:

[[(2R,3S,4R,5R)-5-(6-Benzylamino-purin-9-yl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethyl]-(2-nitro-benzenesulfonyl)-amino]-acetic acid ethyl ester → 2-{[(2R,3R,4R,5R)-5-(6-Benzylamino-purin-9-yl)-3,4-bis-triethylsilanyloxy-tetrahydro-furan-2-ylmethyl]-amino}-ethanol (862490-69-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.95 g / imidazole / dimethylformamide / 3 h

2: 77 percent / K₂CO₃; thiophenol / dimethylformamide / 20 h / 20 °C

3: 87 percent / LiAlH₄ / tetrahydrofuran / 2.75 h / -15 - 20 °C

With 1H-imidazole; lithium aluminium tetrahydride; potassium carbonate; thiophenol; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/jo050205w

Reference yield:

C34H29ClN6O11S (862490-66-2) → 2-{[(2R,3R,4R,5R)-5-(6-Benzylamino-purin-9-yl)-3,4-bis-triethylsilanyloxy-tetrahydro-furan-2-ylmethyl]-amino}-ethanol (862490-69-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 99 percent / DIEA / 2-methyl-propan-2-ol / 20 h / 85 °C

2: MeOH; NaOMe / 20 °C

3: 1.95 g / imidazole / dimethylformamide / 3 h

4: 77 percent / K₂CO₃; thiophenol / dimethylformamide / 20 h / 20 °C

5: 87 percent / LiAlH₄ / tetrahydrofuran / 2.75 h / -15 - 20 °C

With 1H-imidazole; methanol; lithium aluminium tetrahydride; sodium methylate; potassium carbonate; thiophenol; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; N,N-dimethyl-formamide; tert-butyl alcohol;

DOI:10.1021/jo050205w

upstream raw materials:

{[(2R,3R,4R,5R)-5-(6-Benzylamino-purin-9-yl)-3,4-bis-triethylsilanyloxy-tetrahydro-furan-2-ylmethyl]-amino}-acetic acid ethyl ester

C₃₄H₂₉ClN₆O₁₁S

C₄₁H₃₇N₇O₁₁S

[[(2R,3R,4R,5R)-5-(6-Benzylamino-purin-9-yl)-3,4-bis-triethylsilanyloxy-tetrahydro-furan-2-ylmethyl]-(2-nitro-benzenesulfonyl)-amino]-acetic acid ethyl ester

Downstream raw materials:

N₆-benzyl-5'-aziridino-5'-deoxy-2',3'-bis(O-triethylsilyl)adenosine