5'-O-(p-monomethoxytrityl)-2'-O,3'-C-((3-methylidene)ethylene)-3'-deoxy-3'-dehydro-3'-C-(S)-hydroxymethyl-ribothymidine

Base Information

• Chemical Name: 5'-O-(p-monomethoxytrityl)-2'-O,3'-C-((3-methylidene)ethylene)-3'-deoxy-3'-dehydro-3'-C-(S)-hydroxymethyl-ribothymidine
• CAS No.: 156271-05-5
• Molecular Formula: C₃₄H₃₄N₂O₇
• Molecular Weight: 582.653

Synonyms:5'-O-(p-monomethoxytrityl)-2'-O,3'-C-((3-methylidene)ethylene)-3'-deoxy-3'-dehydro-3'-C-(S)-hydroxymethyl-ribothymidine

Chemical Property of 5'-O-(p-monomethoxytrityl)-2'-O,3'-C-((3-methylidene)ethylene)-3'-deoxy-3'-dehydro-3'-C-(S)-hydroxymethyl-ribothymidine

Chemical Property:

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Technology Process of 5'-O-(p-monomethoxytrityl)-2'-O,3'-C-((3-methylidene)ethylene)-3'-deoxy-3'-dehydro-3'-C-(S)-hydroxymethyl-ribothymidine

There total 3 articles about 5'-O-(p-monomethoxytrityl)-2'-O,3'-C-((3-methylidene)ethylene)-3'-deoxy-3'-dehydro-3'-C-(S)-hydroxymethyl-ribothymidine 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: 88.0%

1-<5-O-(p-monomethoxytrityl)-2-O-(R)-(2-propynyl)-3-deoxy-3-dehydro-3-C-hydroxymethyl-3-nitro-β-D-pentofuranosyl>thymine → 5'-O-(p-monomethoxytrityl)-2'-O,3'-C-((3-methylidene)ethylene)-3'-deoxy-3'-dehydro-3'-C-(S)-hydroxymethyl-ribothymidine (156271-05-5)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; at 100 ℃; for 0.5h;

DOI:10.1016/S0040-4020(01)90436-3

Reference yield: 88.0%

1-<5-O-(p-monomethoxytrityl)-2-O-(R)-(2-propynyl)-3-deoxy-3-dehydro-3-C-(R)-hydroxymethyl-3-nitro-β-D-pentofuranosyl>thymine (156271-01-1) → 5'-O-(p-monomethoxytrityl)-2'-O,3'-C-((3-methylidene)ethylene)-3'-deoxy-3'-dehydro-3'-C-(S)-hydroxymethyl-ribothymidine (156271-05-5)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; at 100 ℃; for 0.5h;

DOI:10.1016/S0040-4020(01)90436-3

Reference yield:

1-<5-O-(p-monomethoxytrityl)-2-O-(R)-(2-propynyl)-3-deoxy-3-nitro-β-D-pentofuranosyl>thymine → 5'-O-(p-monomethoxytrityl)-2'-O,3'-C-((3-methylidene)ethylene)-3'-deoxy-3'-dehydro-3'-C-(S)-hydroxymethyl-ribothymidine (156271-05-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 11 percent / 1,1,3,3-tetramethylguanidine / H₂O; acetonitrile / 0.5 h / Ambient temperature

2: 88 percent / Bu₃SnH, AIBN / toluene / 0.5 h / 100 °C

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; N,N,N',N'-tetramethylguanidine; In water; toluene; acetonitrile;

DOI:10.1016/S0040-4020(01)90436-3

upstream raw materials:

1-<5-O-(p-monomethoxytrityl)-2-O-(R)-(2-propynyl)-3-deoxy-3-dehydro-3-C-(R)-hydroxymethyl-3-nitro-β-D-pentofuranosyl>thymine

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