N⁶-benzoyl-5'-deoxy-2',3'-O-isopropylidiene-5',5'-(N,N'-diphenylethylenediamino)adenosine

Base Information

• Chemical Name: N⁶-benzoyl-5'-deoxy-2',3'-O-isopropylidiene-5',5'-(N,N'-diphenylethylenediamino)adenosine
• CAS No.: 43077-03-8
• Molecular Formula: C₃₄H₃₃N₇O₄
• Molecular Weight: 603.681

Synonyms:N⁶-benzoyl-5'-deoxy-2',3'-O-isopropylidiene-5',5'-(N,N'-diphenylethylenediamino)adenosine

Chemical Property of N⁶-benzoyl-5'-deoxy-2',3'-O-isopropylidiene-5',5'-(N,N'-diphenylethylenediamino)adenosine

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of N⁶-benzoyl-5'-deoxy-2',3'-O-isopropylidiene-5',5'-(N,N'-diphenylethylenediamino)adenosine

There total 8 articles about N⁶-benzoyl-5'-deoxy-2',3'-O-isopropylidiene-5',5'-(N,N'-diphenylethylenediamino)adenosine 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: 76.0%

N-6-benzoyl-2',3'-O-isopropylideneadenosine (39947-04-1) + N,N'-diphenylethylenediamine (150-61-8) → N6-benzoyl-5'-deoxy-2',3'-O-isopropylidiene-5',5'-(N,N'-diphenylethylenediamino)adenosine (43077-03-8)

Guidance literature:

N-6-benzoyl-2',3'-O-isopropylideneadenosine; With dichloro-acetic acid; dicyclohexyl-carbodiimide; In dimethyl sulfoxide; at 0 - 20 ℃; for 2.5h;

With oxalic acid; In methanol; dimethyl sulfoxide; at 20 ℃; for 0.5h;

N,N'-diphenylethylenediamine; In methanol; dimethyl sulfoxide; at 20 ℃;

DOI:10.1039/c4ob02560a

Reference yield:

2',3'-isopropylidene adenosine (362-75-4) → N6-benzoyl-5'-deoxy-2',3'-O-isopropylidiene-5',5'-(N,N'-diphenylethylenediamino)adenosine (43077-03-8)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine

2: NaOH / pyridine

3: DMSO; dicyclohexylcarbodiimide; H⁺

With pyridine; sodium hydroxide; hydrogen cation; dimethyl sulfoxide; dicyclohexyl-carbodiimide; In pyridine;

DOI:10.1016/j.tetasy.2003.11.007

Reference yield:

2',3'-O-isopropylidene-5'-O-(trimethylsilyl)adenosine (245544-64-3) → N6-benzoyl-5'-deoxy-2',3'-O-isopropylidiene-5',5'-(N,N'-diphenylethylenediamino)adenosine (43077-03-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: pyridine / 2 h / 0 - 20 °C

2.1: ammonium hydroxide / water / 0.5 h / 0 - 20 °C

3.1: dicyclohexyl-carbodiimide; dichloro-acetic acid / dimethyl sulfoxide / 2.5 h / 0 - 20 °C

3.2: 0.5 h / 20 °C

3.3: 20 °C

With pyridine; dichloro-acetic acid; ammonium hydroxide; dicyclohexyl-carbodiimide; In water; dimethyl sulfoxide;

DOI:10.1039/c4ob02560a

upstream raw materials:

N-6-benzoyl-2',3'-O-isopropylideneadenosine

N,N'-diphenylethylenediamine

2',3'-isopropylidene adenosine

N⁶,5'-O-dibenzoyl-2',3'-O-isopropylideneadenosine

Downstream raw materials:

5'-deoxy-2',3'-O-isopropylidene-5',5'-(N,N'-diphenylethylenediamino)adenosine

6-N-benzoyl-9-(2,3-O-isopropylidene-β-D-ribo-pentodialdo-1,5-furanosyl)adeninehydrate

6-N-benzoyl-2',3'-O-isopropylideneadenosine-5'-aldehyde

(5'S)-N⁶-benzoyl-8,5'-cyclo-2',3'-O-isopropylideneadenosine

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