1-((2S,3R,4S,5R)-3,4-dibenzoyl-5-benzoylmethyltetrahydrofuran-2-yl)-3-naphthalen-1-ylmethyl-1H-pyrazolo[3,4-d]pyrimidin-4-ylamine

Base Information

• Chemical Name: 1-((2S,3R,4S,5R)-3,4-dibenzoyl-5-benzoylmethyltetrahydrofuran-2-yl)-3-naphthalen-1-ylmethyl-1H-pyrazolo[3,4-d]pyrimidin-4-ylamine
• CAS No.: 476371-73-0
• Molecular Formula: C₄₂H₃₃N₅O₇
• Molecular Weight: 719.753
• Mol file: 476371-73-0.mol

Synonyms:1-((2S,3R,4S,5R)-3,4-dibenzoyl-5-benzoylmethyltetrahydrofuran-2-yl)-3-naphthalen-1-ylmethyl-1H-pyrazolo[3,4-d]pyrimidin-4-ylamine

Chemical Property of 1-((2S,3R,4S,5R)-3,4-dibenzoyl-5-benzoylmethyltetrahydrofuran-2-yl)-3-naphthalen-1-ylmethyl-1H-pyrazolo[3,4-d]pyrimidin-4-ylamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-((2S,3R,4S,5R)-3,4-dibenzoyl-5-benzoylmethyltetrahydrofuran-2-yl)-3-naphthalen-1-ylmethyl-1H-pyrazolo[3,4-d]pyrimidin-4-ylamine

There total 5 articles about 1-((2S,3R,4S,5R)-3,4-dibenzoyl-5-benzoylmethyltetrahydrofuran-2-yl)-3-naphthalen-1-ylmethyl-1H-pyrazolo[3,4-d]pyrimidin-4-ylamine 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: 52.0%

1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose (6974-32-9) + 3-naphthalen-1-ylmethyl-1H-pyrazolo[3,4-d]pyrimidin-4-ylamine (476371-69-4) → 1-((2S,3R,4S,5R)-3,4-dibenzoyl-5-benzoylmethyltetrahydrofuran-2-yl)-3-naphthalen-1-ylmethyl-1H-pyrazolo[3,4-d]pyrimidin-4-ylamine (476371-73-0)

Guidance literature:

With tin(IV) chloride; In acetonitrile; at 20 ℃;

DOI:10.1021/ja0264798

Reference yield:

naphthalen-1-yl-acetyl chloride (5121-00-6) → 1-((2S,3R,4S,5R)-3,4-dibenzoyl-5-benzoylmethyltetrahydrofuran-2-yl)-3-naphthalen-1-ylmethyl-1H-pyrazolo[3,4-d]pyrimidin-4-ylamine (476371-73-0)

Guidance literature:

Multi-step reaction with 5 steps

1.1: NaH / tetrahydrofuran / 0 °C

1.2: tetrahydrofuran / 0 - 20 °C

2.1: aq. NaHCO₃ / dioxane / Heating

3.1: 84 percent / hydrazine hydrochloride; triethylamine / ethanol / Heating

4.1: 60 percent / 180 °C

5.1: 52 percent / SnCl₄ / acetonitrile / 20 °C

With hydrazine hydrochloride; tin(IV) chloride; sodium hydride; sodium hydrogencarbonate; triethylamine; In tetrahydrofuran; 1,4-dioxane; ethanol; acetonitrile;

DOI:10.1021/ja0264798

Reference yield:

2-(1-methoxy-2-naphthalen-1-ylethylidene)malononitrile (221243-13-6) → 1-((2S,3R,4S,5R)-3,4-dibenzoyl-5-benzoylmethyltetrahydrofuran-2-yl)-3-naphthalen-1-ylmethyl-1H-pyrazolo[3,4-d]pyrimidin-4-ylamine (476371-73-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 84 percent / hydrazine hydrochloride; triethylamine / ethanol / Heating

2: 60 percent / 180 °C

3: 52 percent / SnCl₄ / acetonitrile / 20 °C

With hydrazine hydrochloride; tin(IV) chloride; triethylamine; In ethanol; acetonitrile;

DOI:10.1021/ja0264798

upstream raw materials:

1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose

3-naphthalen-1-ylmethyl-1H-pyrazolo[3,4-d]pyrimidin-4-ylamine

naphthalen-1-yl-acetyl chloride

2-(1-methoxy-2-naphthalen-1-ylethylidene)malononitrile