1-[2-thio-3-O-{2-cyanoethoxy(diisopropylamino)phosphino}-5-O-(4,4'-dimethoxytrityl)-2-S,4-C-{(R)-(benzoylsulfanyl)methylene}-β-D-ribofuranosyl]thymine

Base Information

Chemical Name:1-[2-thio-3-O-{2-cyanoethoxy(diisopropylamino)phosphino}-5-O-(4,4'-dimethoxytrityl)-2-S,4-C-{(R)-(benzoylsulfanyl)methylene}-β-D-ribofuranosyl]thymine
CAS No.:1318768-39-6
Molecular Formula:C₄₈H₅₃N₄O₉PS₂
Molecular Weight:925.076
Hs Code.:

1-[2-thio-3-O-{2-cyanoethoxy(diisopropylamino)phosphino}-5-O-(4,4'-dimethoxytrityl)-2-S,4-C-{(R)-(benzoylsulfanyl)methylene}-β-D-ribofuranosyl]thymine

Synonyms:1-[2-thio-3-O-{2-cyanoethoxy(diisopropylamino)phosphino}-5-O-(4,4'-dimethoxytrityl)-2-S,4-C-{(R)-(benzoylsulfanyl)methylene}-β-D-ribofuranosyl]thymine

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Chemical Property of 1-[2-thio-3-O-{2-cyanoethoxy(diisopropylamino)phosphino}-5-O-(4,4'-dimethoxytrityl)-2-S,4-C-{(R)-(benzoylsulfanyl)methylene}-β-D-ribofuranosyl]thymine

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Technology Process of 1-[2-thio-3-O-{2-cyanoethoxy(diisopropylamino)phosphino}-5-O-(4,4'-dimethoxytrityl)-2-S,4-C-{(R)-(benzoylsulfanyl)methylene}-β-D-ribofuranosyl]thymine

There total 6 articles about 1-[2-thio-3-O-{2-cyanoethoxy(diisopropylamino)phosphino}-5-O-(4,4'-dimethoxytrityl)-2-S,4-C-{(R)-(benzoylsulfanyl)methylene}-β-D-ribofuranosyl]thymine 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: 66.0%

: 1318768-38-5
1-[2-thio-5-O-(4,4'-dimethoxytrityl)-2-S,4-C-{(R)-(benzoylsulfanyl)methylene}-β-D-ribofuranosyl]thymine

: 124482-92-4,89992-70-1
2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine

: 1318768-39-6
1-[2-thio-3-O-{2-cyanoethoxy(diisopropylamino)phosphino}-5-O-(4,4'-dimethoxytrityl)-2-S,4-C-{(R)-(benzoylsulfanyl)methylene}-β-D-ribofuranosyl]thymine

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In acetonitrile; at 0 ℃; for 2h; Inert atmosphere;
DOI:10.1039/c1ob05469d

Reference yield:

: 1209008-56-9
C₁₁H₁₄N₂O₅S₂

: 1318768-39-6
1-[2-thio-3-O-{2-cyanoethoxy(diisopropylamino)phosphino}-5-O-(4,4'-dimethoxytrityl)-2-S,4-C-{(R)-(benzoylsulfanyl)methylene}-β-D-ribofuranosyl]thymine

Guidance literature:: Multi-step reaction with 6 steps

1: dmap / N,N-dimethyl-formamide / 15 h / 100 °C / Inert atmosphere

2: dichloromethane / 0.5 h / 20 °C / Photoirradiation

3: pyridine / 1 h / 20 °C / Inert atmosphere

4: tetrabutyl ammonium fluoride; acetic acid / tetrahydrofuran / 48 h / 20 °C

5: pyridine / 3 h / 20 °C / Inert atmosphere

6: N-ethyl-N,N-diisopropylamine / acetonitrile / 2 h / 0 °C / Inert atmosphere

With pyridine; dmap; tetrabutyl ammonium fluoride; acetic acid; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1039/c1ob05469d

Reference yield:

: 1318768-34-1
1-[2-thio-3,5-di-O-(tert-butyldiphenylsilyl)-2-S,4-C-(1-thiaethylene)-β-D-ribofuranosyl]thymine

: 1318768-39-6
1-[2-thio-3-O-{2-cyanoethoxy(diisopropylamino)phosphino}-5-O-(4,4'-dimethoxytrityl)-2-S,4-C-{(R)-(benzoylsulfanyl)methylene}-β-D-ribofuranosyl]thymine

Guidance literature:: Multi-step reaction with 5 steps

1: dichloromethane / 0.5 h / 20 °C / Photoirradiation

2: pyridine / 1 h / 20 °C / Inert atmosphere

3: tetrabutyl ammonium fluoride; acetic acid / tetrahydrofuran / 48 h / 20 °C

4: pyridine / 3 h / 20 °C / Inert atmosphere

5: N-ethyl-N,N-diisopropylamine / acetonitrile / 2 h / 0 °C / Inert atmosphere

With pyridine; tetrabutyl ammonium fluoride; acetic acid; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1039/c1ob05469d