5'-O-(p-monomethoxytrityl)-2'-O-(t-butyldimethylsilyl)-3'-deoxy-3'-C-(E-carbethoxymethylidene)-2',3'-secoribothymidine

Base Information

• Chemical Name: 5'-O-(p-monomethoxytrityl)-2'-O-(t-butyldimethylsilyl)-3'-deoxy-3'-C-(E-carbethoxymethylidene)-2',3'-secoribothymidine
• CAS No.: 159312-20-6
• Molecular Formula: C₄₀H₅₀N₂O₈Si
• Molecular Weight: 714.931
• Mol file: 159312-20-6.mol

Synonyms:5'-O-(p-monomethoxytrityl)-2'-O-(t-butyldimethylsilyl)-3'-deoxy-3'-C-(E-carbethoxymethylidene)-2',3'-secoribothymidine

Chemical Property of 5'-O-(p-monomethoxytrityl)-2'-O-(t-butyldimethylsilyl)-3'-deoxy-3'-C-(E-carbethoxymethylidene)-2',3'-secoribothymidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5'-O-(p-monomethoxytrityl)-2'-O-(t-butyldimethylsilyl)-3'-deoxy-3'-C-(E-carbethoxymethylidene)-2',3'-secoribothymidine

There total 6 articles about 5'-O-(p-monomethoxytrityl)-2'-O-(t-butyldimethylsilyl)-3'-deoxy-3'-C-(E-carbethoxymethylidene)-2',3'-secoribothymidine 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:

tert-butyldimethylsilyl chloride (18162-48-6) → 5'-O-(p-monomethoxytrityl)-2'-O-(t-butyldimethylsilyl)-3'-deoxy-3'-C-(E-carbethoxymethylidene)-2',3'-secoribothymidine (159312-20-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 23 percent / pyridine / Ambient temperature

2: DCC, dichloroacetic acid / dimethylsulfoxide / 2 h

3: tetrahydrofuran

With pyridine; dichloro-acetic acid; dicyclohexyl-carbodiimide; In tetrahydrofuran; dimethyl sulfoxide;

DOI:10.1016/S0040-4020(01)90437-5

Reference yield:

5'-O-(p-monomethoxytrityl)-2',3'-secoribothymidine (159312-11-5) → 5'-O-(p-monomethoxytrityl)-2'-O-(t-butyldimethylsilyl)-3'-deoxy-3'-C-(E-carbethoxymethylidene)-2',3'-secoribothymidine (159312-20-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 23 percent / pyridine / Ambient temperature

2: DCC, dichloroacetic acid / dimethylsulfoxide / 2 h

3: tetrahydrofuran

With pyridine; dichloro-acetic acid; dicyclohexyl-carbodiimide; In tetrahydrofuran; dimethyl sulfoxide;

DOI:10.1016/S0040-4020(01)90437-5

Reference yield:

(R)-3-[(4-Methoxy-phenyl)-diphenyl-methoxy]-2-[(R)-1-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-oxo-ethoxy]-propionaldehyde → 5'-O-(p-monomethoxytrityl)-2'-O-(t-butyldimethylsilyl)-3'-deoxy-3'-C-(E-carbethoxymethylidene)-2',3'-secoribothymidine (159312-20-6)

Guidance literature:

Multi-step reaction with 4 steps

1: NaBH₄ / ethanol

2: 23 percent / pyridine / Ambient temperature

3: DCC, dichloroacetic acid / dimethylsulfoxide / 2 h

4: tetrahydrofuran

With pyridine; dichloro-acetic acid; sodium tetrahydroborate; dicyclohexyl-carbodiimide; In tetrahydrofuran; ethanol; dimethyl sulfoxide;

DOI:10.1016/S0040-4020(01)90437-5

upstream raw materials:

ethyl (triphenylphosphoranylidene)acetate

tert-butyldimethylsilyl chloride

5'-O-(p-monomethoxytrityl)-2',3'-secoribothymidine

5'-O-(p-monomethoxytrityl)-2'-O-(t-butyldimethylsilyl)-2',3'-secoribothymidine

Downstream raw materials:

5'-O-(p-monomethoxytrityl)-2',3'-dideoxy-3'-C-carbethoxymethylene-ribothymidine

5'-O-(p-monomethoxytrityl)-2',3'-dideoxy-3'-C-2'-N-(N-(R)-methyl-5-(R)-ethoxycarbonyl-1,2-isoxazolidine)-ribothymidine

5'-O-(p-monomethoxytrityl)-2'-O-phenoxythiocarbonyl-3'-deoxy-3'-C-(E-carbethoxymethylidene)-2',3'-secoribothymidine

5'-O-(p-monomethoxytrityl)-3'-deoxy-3'-C-(E-carbethoxymethylidene)-2',3'-secoribothymidine