9-(1-O-acetyl-3,4-O-isopropylidene-6-O-pivaloyl-β-D-psicofuranosyl)-N⁶-benzoyladenine

Base Information

• Chemical Name: 9-(1-O-acetyl-3,4-O-isopropylidene-6-O-pivaloyl-β-D-psicofuranosyl)-N⁶-benzoyladenine
• CAS No.: 138348-88-6
• Molecular Formula: C₂₈H₃₃N₅O₈
• Molecular Weight: 567.599

Synonyms:9-(1-O-acetyl-3,4-O-isopropylidene-6-O-pivaloyl-β-D-psicofuranosyl)-N⁶-benzoyladenine

Chemical Property of 9-(1-O-acetyl-3,4-O-isopropylidene-6-O-pivaloyl-β-D-psicofuranosyl)-N⁶-benzoyladenine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 9-(1-O-acetyl-3,4-O-isopropylidene-6-O-pivaloyl-β-D-psicofuranosyl)-N⁶-benzoyladenine

There total 1 articles about 9-(1-O-acetyl-3,4-O-isopropylidene-6-O-pivaloyl-β-D-psicofuranosyl)-N⁶-benzoyladenine 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: 40.0%

1-O-acetyl-2-deoxy-3,4-O-isopropylidene-2-nitro-6-O-pivaloyl-β-D-psicofuranose (138348-62-6) + N-Benzoyl-N,9-bis(trimethylsilyl)adenin (18055-47-5) → 9-(1-O-acetyl-3,4-O-isopropylidene-6-O-pivaloyl-α-D-psicofuranosyl)-N6-benzoyladenine (138348-89-7) + 9-(1-O-acetyl-3,4-O-isopropylidene-6-O-pivaloyl-β-D-psicofuranosyl)-N6-benzoyladenine (138348-88-6)

Guidance literature:

With tin(ll) chloride; In acetonitrile; at 80 ℃; for 0.5h;

DOI:10.1002/hlca.19910740719

Reference yield:

9-(1-O-acetyl-3,4-O-isopropylidene-6-O-pivaloyl-β-D-psicofuranosyl)-N6-benzoyladenine (138348-88-6) → angustmicine C (1874-54-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 48 percent / 25percent aq. NH₃ / methanol / 168 h / Ambient temperature

2: 74 percent / DOWEX 50 W X 8 (H+ form) / H₂O / 3 h

With ammonium hydroxide; Dowex 50 W X 8 (H+ form); In methanol; water;

DOI:10.1002/hlca.19910740719

upstream raw materials:

1-O-acetyl-2-deoxy-3,4-O-isopropylidene-2-nitro-6-O-pivaloyl-β-D-psicofuranose

N-Benzoyl-N,9-bis(trimethylsilyl)adenin

Downstream raw materials:

angustmicine C

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