5-O-t-Butyldiphenylsilyl-2,3-O-isopropylidene-1-deoxy-1-(p-aminophenyl)-β-D-ribofuranose

Base Information

• Chemical Name: 5-O-t-Butyldiphenylsilyl-2,3-O-isopropylidene-1-deoxy-1-(p-aminophenyl)-β-D-ribofuranose
• CAS No.: 179762-56-2
• Molecular Formula: C₃₀H₃₇NO₄Si
• Molecular Weight: 503.714

Synonyms:5-O-t-Butyldiphenylsilyl-2,3-O-isopropylidene-1-deoxy-1-(p-aminophenyl)-β-D-ribofuranose

Chemical Property of 5-O-t-Butyldiphenylsilyl-2,3-O-isopropylidene-1-deoxy-1-(p-aminophenyl)-β-D-ribofuranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of 5-O-t-Butyldiphenylsilyl-2,3-O-isopropylidene-1-deoxy-1-(p-aminophenyl)-β-D-ribofuranose

There total 6 articles about 5-O-t-Butyldiphenylsilyl-2,3-O-isopropylidene-1-deoxy-1-(p-aminophenyl)-β-D-ribofuranose 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: 63.0%

5-O-t-Butyldiphenylsilyl-2,3-O-isopropylidene-1-deoxy-1-(p-bromophenyl)-β-D-ribofuranose (179762-40-4) → 5-O-t-Butyldiphenylsilyl-2,3-O-isopropylidene-1-deoxy-1-(p-aminophenyl)-β-D-ribofuranose (179762-56-2)

Guidance literature:

With CuI; ammonia;

Reference yield:

5-(tert-butyldiphenylsilyl)-2,3-O-isopropylidene-D-ribono-1,4-lactone (130222-84-3) → 5-O-t-Butyldiphenylsilyl-2,3-O-isopropylidene-1-deoxy-1-(p-aminophenyl)-β-D-ribofuranose (179762-56-2)

Guidance literature:

Multi-step reaction with 3 steps

2: Et₃SiH-BF₃ / diethyl ether; acetonitrile / -40 °C

3: NH₃, CuI / 115 °C

With triethylsilane; copper(l) iodide; boron trifluoride; ammonia; In diethyl ether; acetonitrile;

Reference yield:

1-(4-bromophenyl)-5-O-(tert-butyldiphenylsilyl)-2,3-O-isopropylidene-D-ribofuranose (179762-64-2) → 5-O-t-Butyldiphenylsilyl-2,3-O-isopropylidene-1-deoxy-1-(p-aminophenyl)-β-D-ribofuranose (179762-56-2)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃SiH-BF₃ / diethyl ether; acetonitrile / -40 °C

2: NH₃, CuI / 115 °C

With triethylsilane; copper(l) iodide; boron trifluoride; ammonia; In diethyl ether; acetonitrile;

upstream raw materials:

5-O-t-Butyldiphenylsilyl-2,3-O-isopropylidene-1-deoxy-1-(p-bromophenyl)-β-D-ribofuranose

4-bromophenyllithium

5-(tert-butyldiphenylsilyl)-2,3-O-isopropylidene-D-ribono-1,4-lactone

1-(4-bromophenyl)-5-O-(tert-butyldiphenylsilyl)-2,3-O-isopropylidene-D-ribofuranose

Downstream raw materials:

N-{4-[(3aS,4S,6R,6aR)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-phenyl}-2,2,2-trifluoro-acetamide

1-Deoxy-1-[p-(N-TFA)aminophenyl]-β-D-ribofuranose

2,2,2-Trifluoro-N-[4-((3aS,4S,6R,6aR)-6-hydroxymethyl-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-phenyl]-acetamide

N-{4-[(2S,3R,4R,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-tetrahydro-furan-2-yl]-phenyl}-2,2,2-trifluoro-acetamide

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