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

Base Information

• Chemical Name: 2'-deoxy-O^P-ethyl-5'-O-(4,4'-dimethoxytrityl)thymidylylmethylene-(3'->5')-3'-O-benzoyl-2',5'-dideoxythymidine
• CAS No.: 500018-98-4
• Molecular Formula: C₅₁H₅₅N₄O₁₄P
• Molecular Weight: 978.99

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

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

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

There total 5 articles about 2'-deoxy-O^P-ethyl-5'-O-(4,4'-dimethoxytrityl)thymidylylmethylene-(3'->5')-3'-O-benzoyl-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: 58.0%

5'-O-(4-4'-dimethoxytrityl)thymidine (40615-39-2) + 1-[(3'S,4'R)-3'-O-benzoyl-2',5',6'-trideoxy-6'-(ethoxyhydroxyphosphinyl)-β-hexofuranosyl]thymine (500018-97-3) → 2'-deoxy-OP-ethyl-5'-O-(4,4'-dimethoxytrityl)thymidylylmethylene-(3'->5')-3'-O-benzoyl-2',5'-dideoxythymidine (500018-98-4)

Guidance literature:

With 1-(mesitylene-2-sulfonyl)-3-nitro-1H-1,2,4-triazole; In pyridine; at 20 ℃; for 168h;

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')-3'-O-benzoyl-2',5'-dideoxythymidine (500018-98-4)

Guidance literature:

Multi-step reaction with 3 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

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

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

Reference yield:

benzoic acid (65-85-0,8013-63-6) → 2'-deoxy-OP-ethyl-5'-O-(4,4'-dimethoxytrityl)thymidylylmethylene-(3'->5')-3'-O-benzoyl-2',5'-dideoxythymidine (500018-98-4)

Guidance literature:

Multi-step reaction with 3 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

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

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

upstream raw materials:

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

1-[(3'S,4'R)-3'-O-benzoyl-2',5',6'-trideoxy-6'-(ethoxyhydroxyphosphinyl)-β-hexofuranosyl]thymine

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

benzoic acid

Downstream raw materials:

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

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