2,5-anhydro-6-O-benzoyl-3,4-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-D-allonitrile

Base Information

• Chemical Name: 2,5-anhydro-6-O-benzoyl-3,4-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-D-allonitrile
• CAS No.: 163263-50-1
• Molecular Formula: C₂₅H₃₉NO₆Si₂
• Molecular Weight: 505.759
• Mol file: 163263-50-1.mol

Synonyms:2,5-anhydro-6-O-benzoyl-3,4-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-D-allonitrile

Chemical Property of 2,5-anhydro-6-O-benzoyl-3,4-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-D-allonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,5-anhydro-6-O-benzoyl-3,4-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-D-allonitrile

There total 1 articles about 2,5-anhydro-6-O-benzoyl-3,4-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-D-allonitrile 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: 96.0%

5-O-benzoyl-β-D-ribofuranosyl cyanide (30002-87-0) + 1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane (69304-37-6) → 2,5-anhydro-6-O-benzoyl-3,4-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-D-allonitrile (163263-50-1)

Guidance literature:

With pyridine; for 1h; Ambient temperature;

DOI:10.1080/15257779408013218

Reference yield: 91.0%

2,5-anhydro-6-O-benzoyl-3,4-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-D-allonitrile (163263-50-1) → 5-<5-O-benzoyl-2,3-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-ribofuranosyl>-1H-tetrazole (163263-51-2)

Guidance literature:

With trimethylsilylazide; tin(IV) chloride; In toluene; for 19h; Ambient temperature;

DOI:10.1080/15257779408013218

Reference yield:

2,5-anhydro-6-O-benzoyl-3,4-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-D-allonitrile (163263-50-1) → 5-<5-O-benzoyl-2,3-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-ribofuranosyl>-2-methyl-1,3,4-oxadiazole (163263-56-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / trimethylsilyl azide, SnCl₄ / toluene / 19 h / Ambient temperature

2: 73 percent / hydroquinone / 1.5 h / Heating

With trimethylsilylazide; tin(IV) chloride; hydroquinone; In toluene;

DOI:10.1080/15257779408013218

upstream raw materials:

5-O-benzoyl-β-D-ribofuranosyl cyanide

1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane

Downstream raw materials:

5-<5-O-benzoyl-2,3-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-ribofuranosyl>-1H-tetrazole

5-<5-O-benzoyl-2,3-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-ribofuranosyl>-2-methyl-1,3,4-oxadiazole