1-(6-benzoylamino-purin-9-yl)-6-diethoxyphosphoryl-O²,O³-isopropylidene-1,5,6-trideoxy-heptofuranurononitrile

Base Information

• Chemical Name: 1-(6-benzoylamino-purin-9-yl)-6-diethoxyphosphoryl-O²,O³-isopropylidene-1,5,6-trideoxy-heptofuranurononitrile
• CAS No.: 50466-88-1
• Molecular Formula: C₂₆H₃₁N₆O₇P
• Molecular Weight: 570.542

Synonyms:1-(6-benzoylamino-purin-9-yl)-6-diethoxyphosphoryl-O²,O³-isopropylidene-1,5,6-trideoxy-heptofuranurononitrile

Chemical Property of 1-(6-benzoylamino-purin-9-yl)-6-diethoxyphosphoryl-O²,O³-isopropylidene-1,5,6-trideoxy-heptofuranurononitrile

Chemical Property:

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SDS file from LookChem

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Technology Process of 1-(6-benzoylamino-purin-9-yl)-6-diethoxyphosphoryl-O²,O³-isopropylidene-1,5,6-trideoxy-heptofuranurononitrile

There total 6 articles about 1-(6-benzoylamino-purin-9-yl)-6-diethoxyphosphoryl-O²,O³-isopropylidene-1,5,6-trideoxy-heptofuranurononitrile 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: 81.0%

N6,N6-dibenzoyl-5'-deoxy-5'-iodo-2',3'-O-isopropylideneadenosine (57731-88-1) + diethyl 1-cyanomethylphosphonate (2537-48-6) → 1-(6-benzoylamino-purin-9-yl)-6-diethoxyphosphoryl-O2,O3-isopropylidene-1,5,6-trideoxy-heptofuranurononitrile (50466-88-1)

Guidance literature:

With sodium hydride; In dimethyl sulfoxide;

DOI:10.1021/acschembio.6b00308

Reference yield:

benzoyl chloride (98-88-4) → 1-(6-benzoylamino-purin-9-yl)-6-diethoxyphosphoryl-O2,O3-isopropylidene-1,5,6-trideoxy-heptofuranurononitrile (50466-88-1)

Guidance literature:

Multi-step reaction with 4 steps

1: chloro-trimethyl-silane; pyridine / 0 °C

2: pyridine / dichloromethane / 0 °C

3: sodium iodide / acetone

4: sodium hydride / dimethyl sulfoxide

With pyridine; chloro-trimethyl-silane; sodium hydride; sodium iodide; In dichloromethane; dimethyl sulfoxide; acetone;

DOI:10.1021/acschembio.6b00308

Reference yield:

2',3'-isopropylidene adenosine (362-75-4) → 1-(6-benzoylamino-purin-9-yl)-6-diethoxyphosphoryl-O2,O3-isopropylidene-1,5,6-trideoxy-heptofuranurononitrile (50466-88-1)

Guidance literature:

Multi-step reaction with 4 steps

1: chloro-trimethyl-silane; pyridine / 0 °C

2: pyridine / dichloromethane / 0 °C

3: sodium iodide / acetone

4: sodium hydride / dimethyl sulfoxide

With pyridine; chloro-trimethyl-silane; sodium hydride; sodium iodide; In dichloromethane; dimethyl sulfoxide; acetone;

DOI:10.1021/acschembio.6b00308

upstream raw materials:

benzoyl chloride

2',3'-isopropylidene adenosine

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

diethyl 1-cyanomethylphosphonate

Downstream raw materials:

sinefungin

9--6-cyano-5,6,7,8,9-pentadeoxy-2,3-O-isopropylidene-β-D-ribo-deca-6-enofuranosyluronate>-adenine

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