1,5-anhydro-4,6-O-benzylidene-3-O-tert-butyldimethylsilyl-2-(N²-iso-butyrylguanin-9-yl)-2-deoxy-D-altro-hexitol

Base Information

• Chemical Name: 1,5-anhydro-4,6-O-benzylidene-3-O-tert-butyldimethylsilyl-2-(N²-iso-butyrylguanin-9-yl)-2-deoxy-D-altro-hexitol
• CAS No.: 705967-85-7
• Molecular Formula: C₂₈H₃₉N₅O₆Si
• Molecular Weight: 569.733

Synonyms:1,5-anhydro-4,6-O-benzylidene-3-O-tert-butyldimethylsilyl-2-(N²-iso-butyrylguanin-9-yl)-2-deoxy-D-altro-hexitol

Chemical Property of 1,5-anhydro-4,6-O-benzylidene-3-O-tert-butyldimethylsilyl-2-(N²-iso-butyrylguanin-9-yl)-2-deoxy-D-altro-hexitol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,5-anhydro-4,6-O-benzylidene-3-O-tert-butyldimethylsilyl-2-(N²-iso-butyrylguanin-9-yl)-2-deoxy-D-altro-hexitol

There total 5 articles about 1,5-anhydro-4,6-O-benzylidene-3-O-tert-butyldimethylsilyl-2-(N²-iso-butyrylguanin-9-yl)-2-deoxy-D-altro-hexitol 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: 91.0%

tert-butyldimethylsilyl chloride (18162-48-6) + 1,5-anhydro-4,6-O-benzylidene-2-(N2-iso-butyrylguanin-9-yl)-2-deoxy-D-altro-hexitol (705967-84-6) → 1,5-anhydro-4,6-O-benzylidene-3-O-tert-butyldimethylsilyl-2-(N2-iso-butyrylguanin-9-yl)-2-deoxy-D-altro-hexitol (705967-85-7)

Guidance literature:

With pyridine; 1H-imidazole; at 70 ℃; for 26h;

DOI:10.1081/NCN-120028338

Reference yield:

1,5:2,3-dianhydro-4,6-O-benzylidene-D-allitol (92283-88-0) → 1,5-anhydro-4,6-O-benzylidene-3-O-tert-butyldimethylsilyl-2-(N2-iso-butyrylguanin-9-yl)-2-deoxy-D-altro-hexitol (705967-85-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 10 percent / DBU / dimethylformamide / 0.25 h / 110 °C / microwave irradiation

2: 91 percent / imidazole; pyridine / 26 h / 70 °C

With pyridine; 1H-imidazole; 1,8-diazabicyclo[5.4.0]undec-7-ene; In N,N-dimethyl-formamide;

DOI:10.1081/NCN-120028338

Reference yield:

2-Amino-6-chloropurin (10310-21-1) → 1,5-anhydro-4,6-O-benzylidene-3-O-tert-butyldimethylsilyl-2-(N2-iso-butyrylguanin-9-yl)-2-deoxy-D-altro-hexitol (705967-85-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 64 percent / aliquat 336; potassium carbonate; HMPA / 3 h / 80 - 90 °C

2: 92 percent / aq. NaOH; DABCO / 2 h / 90 °C

3: 91 percent / imidazole; pyridine / 26 h / 70 °C

With pyridine; 1,4-diaza-bicyclo[2.2.2]octane; 1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydroxide; Aliquat 336; potassium carbonate;

DOI:10.1081/NCN-120028338

upstream raw materials:

tert-butyldimethylsilyl chloride

1,5-anhydro-4,6-O-benzylidene-2-(N²-iso-butyrylguanin-9-yl)-2-deoxy-D-altro-hexitol

2-Amino-6-chloropurin

2-(2-amino-6-chloropurin-9-yl)-1,5-anhydro-4,6-O-benzylidene-2-deoxy-D-altro-hexitol

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