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

Base Information

• Chemical Name: 1,5-anhydro-4,6-O-benzylidene-2-(N²-iso-butyrylguanin-9-yl)-2-deoxy-D-altro-hexitol
• CAS No.: 705967-84-6
• Molecular Formula: C₂₂H₂₅N₅O₆
• Molecular Weight: 455.47

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

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

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

There total 7 articles about 1,5-anhydro-4,6-O-benzylidene-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: 77.0%

2-Methylpropionic anhydride (97-72-3) + 1,5-anhydro-4,6-O-benzylidene-2-deoxy-2-(guanin-9-yl)-D-altro-hexitol (705967-83-5) → 1,5-anhydro-4,6-O-benzylidene-2-(N2-iso-butyrylguanin-9-yl)-2-deoxy-D-altro-hexitol (705967-84-6)

Guidance literature:

Multistep reaction;

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-2-(N2-iso-butyrylguanin-9-yl)-2-deoxy-D-altro-hexitol (705967-84-6)

Guidance literature:

Multi-step reaction with 2 steps

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

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

DOI:10.1081/NCN-120028338

Reference yield:

N-[6-(2-trimethylsilanyl-ethoxy)-9H-purin-2-yl]-acetamide → 1,5-anhydro-4,6-O-benzylidene-2-(N2-iso-butyrylguanin-9-yl)-2-deoxy-D-altro-hexitol (705967-84-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) LiH, 2.) aq. NaOH / 1.) DMF, 130 deg C, 3 h, 2.) dioxane, room temp., overnight

2: 78 percent / Bu₄NF / acetonitrile / 2 h / Ambient temperature

With sodium hydroxide; tetrabutyl ammonium fluoride; lithium hydride; In acetonitrile;

DOI:10.1016/S0040-4020(99)00287-2

upstream raw materials:

2-Methylpropionic anhydride

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

2-amino-1,9-dihydro-6H-purin-6-one

2-Amino-6-chloropurin

Downstream raw materials:

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

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