5'-O-(tert-butyl-diphenylsilyl)-3'-(N-tert-butyloxycarbonyl-L-phenylalanyl-amido)-3'-deoxy-6-N,6-N,2'-O-tribenzoyl-adenosine

Base Information

• Chemical Name: 5'-O-(tert-butyl-diphenylsilyl)-3'-(N-tert-butyloxycarbonyl-L-phenylalanyl-amido)-3'-deoxy-6-N,6-N,2'-O-tribenzoyl-adenosine
• CAS No.: 500569-10-8
• Molecular Formula: C₆₁H₆₁N₇O₉Si
• Molecular Weight: 1064.28
• Mol file: 500569-10-8.mol

Synonyms:5'-O-(tert-butyl-diphenylsilyl)-3'-(N-tert-butyloxycarbonyl-L-phenylalanyl-amido)-3'-deoxy-6-N,6-N,2'-O-tribenzoyl-adenosine

Chemical Property of 5'-O-(tert-butyl-diphenylsilyl)-3'-(N-tert-butyloxycarbonyl-L-phenylalanyl-amido)-3'-deoxy-6-N,6-N,2'-O-tribenzoyl-adenosine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5'-O-(tert-butyl-diphenylsilyl)-3'-(N-tert-butyloxycarbonyl-L-phenylalanyl-amido)-3'-deoxy-6-N,6-N,2'-O-tribenzoyl-adenosine

There total 4 articles about 5'-O-(tert-butyl-diphenylsilyl)-3'-(N-tert-butyloxycarbonyl-L-phenylalanyl-amido)-3'-deoxy-6-N,6-N,2'-O-tribenzoyl-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: 98.5%

benzoyl chloride (98-88-4) + 5'-O-(tert-butyl-diphenylsilyl)-3'-(N-tert-butyloxycarbonyl-L-phenylalanyl-amido)-3'-deoxy-adenosine (500569-09-5) → 5'-O-(tert-butyl-diphenylsilyl)-3'-(N-tert-butyloxycarbonyl-L-phenylalanyl-amido)-3'-deoxy-6-N,6-N,2'-O-tribenzoyl-adenosine (500569-10-8)

Guidance literature:

With pyridine; at 0 - 20 ℃; for 5h;

DOI:10.1021/ol026560f

Reference yield:

3'-amino-3'-deoxyadenosine (2504-55-4,26315-51-5,32077-67-1,51014-76-7) → 5'-O-(tert-butyl-diphenylsilyl)-3'-(N-tert-butyloxycarbonyl-L-phenylalanyl-amido)-3'-deoxy-6-N,6-N,2'-O-tribenzoyl-adenosine (500569-10-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 97.3 percent / dimethylsulfoxide / 4 h / 20 °C

2: 85.4 percent / 4-dimethylaminopyridine / pyridine / 48 h / 20 °C

3: 98.5 percent / pyridine / 5 h / 0 - 20 °C

With pyridine; dmap; In pyridine; dimethyl sulfoxide;

DOI:10.1021/ol026560f

Reference yield:

Boc-Phe-ONSu (3674-06-4) → 5'-O-(tert-butyl-diphenylsilyl)-3'-(N-tert-butyloxycarbonyl-L-phenylalanyl-amido)-3'-deoxy-6-N,6-N,2'-O-tribenzoyl-adenosine (500569-10-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 97.3 percent / dimethylsulfoxide / 4 h / 20 °C

2: 85.4 percent / 4-dimethylaminopyridine / pyridine / 48 h / 20 °C

3: 98.5 percent / pyridine / 5 h / 0 - 20 °C

With pyridine; dmap; In pyridine; dimethyl sulfoxide;

DOI:10.1021/ol026560f

upstream raw materials:

benzoyl chloride

5'-O-(tert-butyl-diphenylsilyl)-3'-(N-tert-butyloxycarbonyl-L-phenylalanyl-amido)-3'-deoxy-adenosine

3'-amino-3'-deoxyadenosine

Boc-Phe-ONSu

Downstream raw materials:

3'-(N-tert-butyloxycarbonyl-L-phenylalanyl-amido)-3'-deoxy-6-N,6-N,2'-O-tribenzoyl-adenosine