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

Base Information

• Chemical Name: 5'-O-(p-monomethoxytrityl)-2',3'-dideoxy-3'-N-2'-C-(N-(S)-methyl-5-(S)-ethoxycarbonyl-1,2-isoxazolidine)-ribothymidine
• CAS No.: 159312-25-1
• Molecular Formula: C₃₅H₃₇N₃O₈
• Molecular Weight: 627.694
• Mol file: 159312-25-1.mol

Synonyms:

Chemical Property of 5'-O-(p-monomethoxytrityl)-2',3'-dideoxy-3'-N-2'-C-(N-(S)-methyl-5-(S)-ethoxycarbonyl-1,2-isoxazolidine)-ribothymidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5'-O-(p-monomethoxytrityl)-2',3'-dideoxy-3'-N-2'-C-(N-(S)-methyl-5-(S)-ethoxycarbonyl-1,2-isoxazolidine)-ribothymidine

There total 9 articles about 5'-O-(p-monomethoxytrityl)-2',3'-dideoxy-3'-N-2'-C-(N-(S)-methyl-5-(S)-ethoxycarbonyl-1,2-isoxazolidine)-ribothymidine 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:

5'-O-(p-monomethoxytrityl)-2'-deoxy-2'-C-(E-carbethoxymethylidene)-2',3'-secoribothymidine (159312-16-0) → 5'-O-(p-monomethoxytrityl)-2',3'-dideoxy-3'-N-2'-C-(N-(S)-methyl-5-(S)-ethoxycarbonyl-1,2-isoxazolidine)-ribothymidine (159312-25-1)

Guidance literature:

Multi-step reaction with 2 steps

1: DCC, dichloroacetic acid / dimethylsulfoxide / 1 h

2: pyridine

With dichloro-acetic acid; dicyclohexyl-carbodiimide; In pyridine; 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',3'-dideoxy-3'-N-2'-C-(N-(S)-methyl-5-(S)-ethoxycarbonyl-1,2-isoxazolidine)-ribothymidine (159312-25-1)

Guidance literature:

Multi-step reaction with 7 steps

1: NaBH₄ / ethanol

2: 19 percent / pyridine / Ambient temperature

3: DCC, dichloroacetic acid / dimethylsulfoxide / 2 h

4: tetrahydrofuran

5: 80 percent / NH₄F / methanol

6: DCC, dichloroacetic acid / dimethylsulfoxide / 1 h

7: pyridine

With pyridine; dichloro-acetic acid; ammonium fluoride; sodium tetrahydroborate; dicyclohexyl-carbodiimide; In tetrahydrofuran; pyridine; methanol; ethanol; 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',3'-dideoxy-3'-N-2'-C-(N-(S)-methyl-5-(S)-ethoxycarbonyl-1,2-isoxazolidine)-ribothymidine (159312-25-1)

Guidance literature:

Multi-step reaction with 6 steps

1: 19 percent / pyridine / Ambient temperature

2: DCC, dichloroacetic acid / dimethylsulfoxide / 2 h

3: tetrahydrofuran

4: 80 percent / NH₄F / methanol

5: DCC, dichloroacetic acid / dimethylsulfoxide / 1 h

6: pyridine

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

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

upstream raw materials:

N-methylhydroxyamine hydrochloride

(E)-(R)-4-{(R)-1-Formyl-2-[(4-methoxy-phenyl)-diphenyl-methoxy]-ethoxy}-4-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-but-2-enoic acid ethyl ester

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

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