2'-O-<(phenoxythio)carbonyl>-3',5'-O-(1,1,3,3-tetraisopropyl-1,3-disiloxanediyl)adenosine

Base Information

• Chemical Name: 2'-O-<(phenoxythio)carbonyl>-3',5'-O-(1,1,3,3-tetraisopropyl-1,3-disiloxanediyl)adenosine
• CAS No.: 76700-77-1
• Molecular Formula: C₂₉H₄₃N₅O₆SSi₂
• Molecular Weight: 645.927
• Mol file: 76700-77-1.mol

Synonyms:2'-O-<(phenoxythio)carbonyl>-3',5'-O-(1,1,3,3-tetraisopropyl-1,3-disiloxanediyl)adenosine

Chemical Property of 2'-O-<(phenoxythio)carbonyl>-3',5'-O-(1,1,3,3-tetraisopropyl-1,3-disiloxanediyl)adenosine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2'-O-<(phenoxythio)carbonyl>-3',5'-O-(1,1,3,3-tetraisopropyl-1,3-disiloxanediyl)adenosine

There total 6 articles about 2'-O-<(phenoxythio)carbonyl>-3',5'-O-(1,1,3,3-tetraisopropyl-1,3-disiloxanediyl)adenosine 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%

3',5'-O-(1,1,3,3-tetra-isopropyldisiloxane-1,3-diyl)adenosine (69304-45-6) + phenylcarbonochloridothioate (1005-56-7) → 2'-O-<(phenoxythio)carbonyl>-3',5'-O-(1,1,3,3-tetraisopropyl-1,3-disiloxanediyl)adenosine (76700-77-1)

Guidance literature:

With dmap; In dichloromethane; for 2h; Ambient temperature;

DOI:10.1021/ja00181a005

Reference yield:

1,1,3,3-tetraisopropyldisiloxane (18043-71-5) → 2'-O-<(phenoxythio)carbonyl>-3',5'-O-(1,1,3,3-tetraisopropyl-1,3-disiloxanediyl)adenosine (76700-77-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 78 percent / Cl₂ / CCl₄ / 0.5 h

2: 85 percent / pyridine / 3 h / Ambient temperature

3: 91 percent / 4-N,N-dimethylaminopyridine / acetonitrile / 16 h / Ambient temperature

With pyridine; dmap; chlorine; In tetrachloromethane; acetonitrile;

DOI:10.1021/ja00350a052

Reference yield:

1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane (69304-37-6) → 2'-O-<(phenoxythio)carbonyl>-3',5'-O-(1,1,3,3-tetraisopropyl-1,3-disiloxanediyl)adenosine (76700-77-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / pyridine / 3 h / Ambient temperature

2: 91 percent / 4-N,N-dimethylaminopyridine / acetonitrile / 16 h / Ambient temperature

With pyridine; dmap; In acetonitrile;

DOI:10.1021/ja00350a052

upstream raw materials:

3',5'-O-(1,1,3,3-tetra-isopropyldisiloxane-1,3-diyl)adenosine

phenylcarbonochloridothioate

diisopropylsilanol

1,1,3,3-tetraisopropyldisiloxane

Downstream raw materials:

N6-benzoyl-2'-deoxy-α-C-(1-phenylethane-1,2-diol)-3',5'-O-(1,1,3,3-tetraisopropyldisiloxan-1,3-diyl)adenosine

N6-benzoyl-2'-deoxy-2'-C-α-(hydroxymethyl)-3',5'-O-(1,1,3,3-tetraisopropyldisiloxan-1,3-diyl)adenosine

2'-deoxy-D-adenosine