N⁶-benzoyl-9-[6,7-dideoxy-7-C-(trimethylsilyl)-β-D-allo-hept-6-ynofuranosyl]adenine

Base Information

• Chemical Name: N⁶-benzoyl-9-[6,7-dideoxy-7-C-(trimethylsilyl)-β-D-allo-hept-6-ynofuranosyl]adenine
• CAS No.: 292642-39-8
• Molecular Formula: C₂₂H₂₅N₅O₅Si
• Molecular Weight: 467.557

Synonyms:N⁶-benzoyl-9-[6,7-dideoxy-7-C-(trimethylsilyl)-β-D-allo-hept-6-ynofuranosyl]adenine

Chemical Property of N⁶-benzoyl-9-[6,7-dideoxy-7-C-(trimethylsilyl)-β-D-allo-hept-6-ynofuranosyl]adenine

Chemical Property:

Purity/Quality:

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Technology Process of N⁶-benzoyl-9-[6,7-dideoxy-7-C-(trimethylsilyl)-β-D-allo-hept-6-ynofuranosyl]adenine

There total 3 articles about N⁶-benzoyl-9-[6,7-dideoxy-7-C-(trimethylsilyl)-β-D-allo-hept-6-ynofuranosyl]adenine 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: 74.0%

N6-benzoyl-9-[6,7-dideoxy-2,3-O-isopropylidene-7-C-(trimethylsilyl)-β-D-allo-hept-6-ynofuranosyl]adenine (244263-89-6) → N6-benzoyl-9-[6,7-dideoxy-7-C-(trimethylsilyl)-β-D-allo-hept-6-ynofuranosyl]adenine (292642-39-8)

Guidance literature:

With formic acid; water; at 25 ℃; for 8h;

DOI:10.1002/1522-2675(20000705)83:7<1331::AID-HLCA1331>3.0.CO;2-Z

Reference yield:

6-N-benzoyl-2',3'-O-isopropylideneadenosine-5'-aldehyde (43077-06-1) → N6-benzoyl-9-[6,7-dideoxy-7-C-(trimethylsilyl)-β-D-allo-hept-6-ynofuranosyl]adenine (292642-39-8)

Guidance literature:

Multi-step reaction with 2 steps

1: EtMgBr / tetrahydrofuran

2: 74 percent / HCOOH; water / 8 h / 25 °C

With formic acid; ethylmagnesium bromide; water; In tetrahydrofuran; 1: Grignard reaction / 2: Hydrolysis;

DOI:10.1002/1522-2675(20000705)83:7<1331::AID-HLCA1331>3.0.CO;2-Z

Reference yield:

N-6-benzoyl-2',3'-O-isopropylideneadenosine (39947-04-1) → N6-benzoyl-9-[6,7-dideoxy-7-C-(trimethylsilyl)-β-D-allo-hept-6-ynofuranosyl]adenine (292642-39-8)

Guidance literature:

Multi-step reaction with 3 steps

1: DCC; Cl₂CHCOOH / dimethylsulfoxide / 0.17 h / 25 °C

2: EtMgBr / tetrahydrofuran

3: 74 percent / HCOOH; water / 8 h / 25 °C

With dichloro-acetic acid; formic acid; ethylmagnesium bromide; water; dicyclohexyl-carbodiimide; In tetrahydrofuran; dimethyl sulfoxide; 1: Oxidation / 2: Grignard reaction / 3: Hydrolysis;

DOI:10.1002/1522-2675(20000705)83:7<1331::AID-HLCA1331>3.0.CO;2-Z

upstream raw materials:

N⁶-benzoyl-9-[6,7-dideoxy-2,3-O-isopropylidene-7-C-(trimethylsilyl)-β-D-allo-hept-6-ynofuranosyl]adenine

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

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

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