5'-O-(4,4'-dimethoxytrityl)-3'-O-(N,N-diethylamino)[3-(N-tert-butylaminocarbonyl)-1-propyloxy]phosphinylthymidine

Base Information

• Chemical Name: 5'-O-(4,4'-dimethoxytrityl)-3'-O-(N,N-diethylamino)[3-(N-tert-butylaminocarbonyl)-1-propyloxy]phosphinylthymidine
• CAS No.: 340026-91-7
• Molecular Formula: C₄₃H₅₇N₄O₉P
• Molecular Weight: 804.921

Synonyms:5'-O-(4,4'-dimethoxytrityl)-3'-O-(N,N-diethylamino)[3-(N-tert-butylaminocarbonyl)-1-propyloxy]phosphinylthymidine

Chemical Property of 5'-O-(4,4'-dimethoxytrityl)-3'-O-(N,N-diethylamino)[3-(N-tert-butylaminocarbonyl)-1-propyloxy]phosphinylthymidine

Chemical Property:

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Technology Process of 5'-O-(4,4'-dimethoxytrityl)-3'-O-(N,N-diethylamino)[3-(N-tert-butylaminocarbonyl)-1-propyloxy]phosphinylthymidine

There total 3 articles about 5'-O-(4,4'-dimethoxytrityl)-3'-O-(N,N-diethylamino)[3-(N-tert-butylaminocarbonyl)-1-propyloxy]phosphinylthymidine 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%

hexaethylphosphorous triamide (2622-07-3) + 5'-O-(4-4'-dimethoxytrityl)thymidine (40615-39-2) + N-tert-butyl-4-hydroxybutyramide (471878-58-7) → 5'-O-(4,4'-dimethoxytrityl)-3'-O-(N,N-diethylamino)[3-(N-tert-butylaminocarbonyl)-1-propyloxy]phosphinylthymidine (340026-91-7)

Guidance literature:

hexaethylphosphorous triamide; 5'-O-(4-4'-dimethoxytrityl)thymidine; With diethylammonium tetrazolide; In acetonitrile; at 25 ℃; for 0.5h;

N-tert-butyl-4-hydroxybutyramide; In acetonitrile; at 20 ℃; for 6h; Further stages.;

DOI:10.1021/ol0156852

Reference yield:

5'-O-(4-4'-dimethoxytrityl)thymidine (40615-39-2) → 5'-O-(4,4'-dimethoxytrityl)-3'-O-(N,N-diethylamino)[3-(N-tert-butylaminocarbonyl)-1-propyloxy]phosphinylthymidine (340026-91-7)

Guidance literature:

Multi-step reaction with 2 steps

1: diethylammonium tetrazolide / CH₂Cl₂ / 0.33 h

2: CH₂Cl₂ / 8 h / 20 °C

With diethylammonium tetrazolide; In dichloromethane;

DOI:10.1021/jo0258608

Reference yield:

5'-O-dimethoxytrityl thymidine 3'-O-phosphorbisdiethylamidite (104655-76-7) + N-tert-butyl-4-hydroxybutyramide (471878-58-7) → 5'-O-(4,4'-dimethoxytrityl)-3'-O-(N,N-diethylamino)[3-(N-tert-butylaminocarbonyl)-1-propyloxy]phosphinylthymidine (340026-91-7)

Guidance literature:

In dichloromethane; at 20 ℃; for 8h;

DOI:10.1021/jo0258608

upstream raw materials:

hexaethylphosphorous triamide

5'-O-(4-4'-dimethoxytrityl)thymidine

N-tert-butyl-4-hydroxybutyramide

5'-O-dimethoxytrityl thymidine 3'-O-phosphorbisdiethylamidite

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