2'-deoxy-2'-(tert-butyloxycarbonyl)amino-5'-O-(4,4'-dimethoxytrityl)-3',O²-anhydrouridine

Base Information

• Chemical Name: 2'-deoxy-2'-(tert-butyloxycarbonyl)amino-5'-O-(4,4'-dimethoxytrityl)-3',O²-anhydrouridine
• CAS No.: 725727-91-3
• Molecular Formula: C₃₅H₃₇N₃O₈
• Molecular Weight: 627.694

Synonyms:2'-deoxy-2'-(tert-butyloxycarbonyl)amino-5'-O-(4,4'-dimethoxytrityl)-3',O²-anhydrouridine

Chemical Property of 2'-deoxy-2'-(tert-butyloxycarbonyl)amino-5'-O-(4,4'-dimethoxytrityl)-3',O²-anhydrouridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2'-deoxy-2'-(tert-butyloxycarbonyl)amino-5'-O-(4,4'-dimethoxytrityl)-3',O²-anhydrouridine

There total 7 articles about 2'-deoxy-2'-(tert-butyloxycarbonyl)amino-5'-O-(4,4'-dimethoxytrityl)-3',O²-anhydrouridine 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: 80.0%

2'-deoxy-2'-(tert-butyloxycarbonyl)amino-3'-O-trifluoromethanesulfonyl-5'-O-(4,4'-dimethoxytrityl)uridine (725727-89-9) → 2'-deoxy-2'-(tert-butyloxycarbonyl)amino-5'-O-(4,4'-dimethoxytrityl)-3',O2-anhydrouridine (725727-91-3)

Guidance literature:

With sodium hydroxide; In ethanol; at 20 ℃; for 16h;

DOI:10.1021/ol049366x

Reference yield:

4,4'-dimethoxytrityl chloride (40615-36-9) → 2'-deoxy-2'-(tert-butyloxycarbonyl)amino-5'-O-(4,4'-dimethoxytrityl)-3',O2-anhydrouridine (725727-91-3)

Guidance literature:

Multi-step reaction with 6 steps

1: DMAP; pyridine / 16 h

2: Et₃N / 24 h / Heating

3: aq. NaOH / ethanol / 16 h / Heating

4: 94 percent / Et₃N / dioxane / 16 h / 40 °C

5: 40 percent / pyridine / CH₂Cl₂ / -78 - 20 °C

6: 80 percent / aq. NaOH / ethanol / 16 h / 20 °C

With pyridine; dmap; sodium hydroxide; triethylamine; In 1,4-dioxane; ethanol; dichloromethane;

DOI:10.1021/ol049366x

Reference yield:

2,2'-Anhydrouridine (3736-77-4) → 2'-deoxy-2'-(tert-butyloxycarbonyl)amino-5'-O-(4,4'-dimethoxytrityl)-3',O2-anhydrouridine (725727-91-3)

Guidance literature:

Multi-step reaction with 6 steps

1: DMAP; pyridine / 16 h

2: Et₃N / 24 h / Heating

3: aq. NaOH / ethanol / 16 h / Heating

4: 94 percent / Et₃N / dioxane / 16 h / 40 °C

5: 40 percent / pyridine / CH₂Cl₂ / -78 - 20 °C

6: 80 percent / aq. NaOH / ethanol / 16 h / 20 °C

With pyridine; dmap; sodium hydroxide; triethylamine; In 1,4-dioxane; ethanol; dichloromethane;

DOI:10.1021/ol049366x

upstream raw materials:

2'-deoxy-2'-(tert-butyloxycarbonyl)amino-3'-O-trifluoromethanesulfonyl-5'-O-(4,4'-dimethoxytrityl)uridine

4,4'-dimethoxytrityl chloride

2,2'-Anhydrouridine

2,2'-O-anhydro-1-<5'-O-(4,4'-dimethoxytrityl)-β-D-arabinofuranosyl>uracil

Downstream raw materials:

[5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-2-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-(quinolin-2-ylsulfanyl)-tetrahydro-furan-3-yl]-carbamic acid tert-butyl ester

2'-deoxy-2'-(tert-butyloxycarbonyl)amino-3'-deoxy-3'-α-benzoylthio-5'-O-(4,4'-dimethoxytrityl)uridine

2'-deoxy-2'-(tert-butyloxycarbonyl)amino-3'-deoxy-3'-S-(pyridyl-2-disulfanyl)-5'-O-(4,4'-dimethoxytrityl)uridine

2'-deoxy-2'-(tert-butyloxycarbonyl)amino-3'-β-O-methanesulfonyl-5'-O-(4,4'-dimethoxytrityl)uridine

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