2'-O-allyloxycarbonylmethyl-5'-O-(4,4'-dimethoxytrityl)-N³-pivaloyloxymethyluridine

Base Information

• Chemical Name: 2'-O-allyloxycarbonylmethyl-5'-O-(4,4'-dimethoxytrityl)-N³-pivaloyloxymethyluridine
• CAS No.: 799247-62-4
• Molecular Formula: C₄₁H₄₆N₂O₁₂
• Molecular Weight: 758.822

Synonyms:2'-O-allyloxycarbonylmethyl-5'-O-(4,4'-dimethoxytrityl)-N³-pivaloyloxymethyluridine

Chemical Property of 2'-O-allyloxycarbonylmethyl-5'-O-(4,4'-dimethoxytrityl)-N³-pivaloyloxymethyluridine

Chemical Property:

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Technology Process of 2'-O-allyloxycarbonylmethyl-5'-O-(4,4'-dimethoxytrityl)-N³-pivaloyloxymethyluridine

There total 6 articles about 2'-O-allyloxycarbonylmethyl-5'-O-(4,4'-dimethoxytrityl)-N³-pivaloyloxymethyluridine 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: 90.0%

4,4'-dimethoxytrityl chloride (40615-36-9) + 2'-O-allyloxycarbonylmethyl-N3-pivaloyloxymethyluridine (799247-61-3) → 2'-O-allyloxycarbonylmethyl-5'-O-(4,4'-dimethoxytrityl)-N3-pivaloyloxymethyluridine (799247-62-4)

Guidance literature:

With pyridine; cooling;

DOI:10.1039/b409496d

Reference yield:

Chloromethyl pivalate (18997-19-8) → 2'-O-allyloxycarbonylmethyl-5'-O-(4,4'-dimethoxytrityl)-N3-pivaloyloxymethyluridine (799247-62-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 70 percent / aq. Na₂CO₃; tetra-n-butylammonium hydrogen sulfate / CH₂Cl₂ / 48 h / 20 °C

2: 90 percent / P₁-tert-butyltris(tetramethylene) / tetrahydrofuran; acetonitrile / 3 h / 20 °C

3: 80 percent / triethylamine trihydrofluoride / tetrahydrofuran / 1.5 h / 20 °C

4: 90 percent / pyridine / cooling

With pyridine; P₁-tert-butyltris(tetramethylene); triethylamine trihydrofluoride; tetra(n-butyl)ammonium hydrogensulfate; sodium carbonate; In tetrahydrofuran; dichloromethane; acetonitrile;

DOI:10.1039/b409496d

Reference yield:

allyl chloroacetate (2916-14-5) → 2'-O-allyloxycarbonylmethyl-5'-O-(4,4'-dimethoxytrityl)-N3-pivaloyloxymethyluridine (799247-62-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 90 percent / P₁-tert-butyltris(tetramethylene) / tetrahydrofuran; acetonitrile / 3 h / 20 °C

2: 80 percent / triethylamine trihydrofluoride / tetrahydrofuran / 1.5 h / 20 °C

3: 90 percent / pyridine / cooling

With pyridine; P₁-tert-butyltris(tetramethylene); triethylamine trihydrofluoride; In tetrahydrofuran; acetonitrile;

DOI:10.1039/b409496d

upstream raw materials:

4,4'-dimethoxytrityl chloride

2'-O-allyloxycarbonylmethyl-N³-pivaloyloxymethyluridine

Chloromethyl pivalate

allyl chloroacetate

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