2'-Deoxy-O^P-ethyl-5'-O-(4,4'-dimethoxytrityl)thymidylylmethylene-(3'->5')-2',5'-dideoxythymidine

Base Information

• Chemical Name: 2'-Deoxy-O^P-ethyl-5'-O-(4,4'-dimethoxytrityl)thymidylylmethylene-(3'->5')-2',5'-dideoxythymidine
• CAS No.: 500018-99-5
• Molecular Formula: C₄₄H₅₁N₄O₁₃P
• Molecular Weight: 874.882

Synonyms:2'-Deoxy-O^P-ethyl-5'-O-(4,4'-dimethoxytrityl)thymidylylmethylene-(3'->5')-2',5'-dideoxythymidine

Chemical Property of 2'-Deoxy-O^P-ethyl-5'-O-(4,4'-dimethoxytrityl)thymidylylmethylene-(3'->5')-2',5'-dideoxythymidine

Chemical Property:

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Technology Process of 2'-Deoxy-O^P-ethyl-5'-O-(4,4'-dimethoxytrityl)thymidylylmethylene-(3'->5')-2',5'-dideoxythymidine

There total 6 articles about 2'-Deoxy-O^P-ethyl-5'-O-(4,4'-dimethoxytrityl)thymidylylmethylene-(3'->5')-2',5'-dideoxythymidine 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: 87.0%

2'-deoxy-OP-ethyl-5'-O-(4,4'-dimethoxytrityl)thymidylylmethylene-(3'->5')-3'-O-benzoyl-2',5'-dideoxythymidine (500018-98-4) → 2'-Deoxy-OP-ethyl-5'-O-(4,4'-dimethoxytrityl)thymidylylmethylene-(3'->5')-2',5'-dideoxythymidine (500018-99-5)

Guidance literature:

With sodium ethanolate; In tetrahydrofuran; ethanol; at 20 ℃; for 20h;

DOI:10.1002/1522-2675(200209)85:9<2777::AID-HLCA2777>3.0.CO;2-1

Reference yield:

1-[(3'R,4'R)-2',5',6'-trideoxy-6'-(diethoxyphosphinyl)-β-hexofuranosyl]thymine (124685-23-0) → 2'-Deoxy-OP-ethyl-5'-O-(4,4'-dimethoxytrityl)thymidylylmethylene-(3'->5')-2',5'-dideoxythymidine (500018-99-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 60 percent / PPh₃; DIAD / tetrahydrofuran / 20 h / 0 - 20 °C

2: 75 percent / LiBr / pyridine / 4 h / Heating

3: 58 percent / 1-(2-mesitylenesulfonyl)-3-nitro-1H-1,2,4-triazole (MSNT) / pyridine / 168 h / 20 °C

4: 87 percent / EtONa / tetrahydrofuran; ethanol / 20 h / 20 °C

With di-isopropyl azodicarboxylate; sodium ethanolate; 1-(mesitylene-2-sulfonyl)-3-nitro-1H-1,2,4-triazole; triphenylphosphine; lithium bromide; In tetrahydrofuran; pyridine; ethanol; 1: Mitsunobu reaction;

DOI:10.1002/1522-2675(200209)85:9<2777::AID-HLCA2777>3.0.CO;2-1

Reference yield:

5'-O-(4-4'-dimethoxytrityl)thymidine (40615-39-2) → 2'-Deoxy-OP-ethyl-5'-O-(4,4'-dimethoxytrityl)thymidylylmethylene-(3'->5')-2',5'-dideoxythymidine (500018-99-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 58 percent / 1-(2-mesitylenesulfonyl)-3-nitro-1H-1,2,4-triazole (MSNT) / pyridine / 168 h / 20 °C

2: 87 percent / EtONa / tetrahydrofuran; ethanol / 20 h / 20 °C

With sodium ethanolate; 1-(mesitylene-2-sulfonyl)-3-nitro-1H-1,2,4-triazole; In tetrahydrofuran; pyridine; ethanol;

DOI:10.1002/1522-2675(200209)85:9<2777::AID-HLCA2777>3.0.CO;2-1

upstream raw materials:

2'-deoxy-O^P-ethyl-5'-O-(4,4'-dimethoxytrityl)thymidylylmethylene-(3'->5')-3'-O-benzoyl-2',5'-dideoxythymidine

1-[(3'R,4'R)-2',5',6'-trideoxy-6'-(diethoxyphosphinyl)-β-hexofuranosyl]thymine

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

3',4'-anhydrothymidine

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