3'-O-Acetyl-3-(4-methoxybenzyl)-5'-{3-[(3'R)-5'-O-(tert-butyldimethylsilyl)-3-(4-methoxybenzyl)-3'-deoxythymidin-3'-yl]-2-oxopropyl}-5'-deoxythymidine

Base Information

Chemical Name:3'-O-Acetyl-3-(4-methoxybenzyl)-5'-{3-[(3'R)-5'-O-(tert-butyldimethylsilyl)-3-(4-methoxybenzyl)-3'-deoxythymidin-3'-yl]-2-oxopropyl}-5'-deoxythymidine
CAS No.:151294-59-6
Molecular Formula:C₄₇H₆₂N₄O₁₂Si
Molecular Weight:903.114
Hs Code.:

Synonyms:3'-O-Acetyl-3-(4-methoxybenzyl)-5'-{3-[(3'R)-5'-O-(tert-butyldimethylsilyl)-3-(4-methoxybenzyl)-3'-deoxythymidin-3'-yl]-2-oxopropyl}-5'-deoxythymidine

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Chemical Property of 3'-O-Acetyl-3-(4-methoxybenzyl)-5'-{3-[(3'R)-5'-O-(tert-butyldimethylsilyl)-3-(4-methoxybenzyl)-3'-deoxythymidin-3'-yl]-2-oxopropyl}-5'-deoxythymidine

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Technology Process of 3'-O-Acetyl-3-(4-methoxybenzyl)-5'-{3-[(3'R)-5'-O-(tert-butyldimethylsilyl)-3-(4-methoxybenzyl)-3'-deoxythymidin-3'-yl]-2-oxopropyl}-5'-deoxythymidine

There total 16 articles about 3'-O-Acetyl-3-(4-methoxybenzyl)-5'-{3-[(3'R)-5'-O-(tert-butyldimethylsilyl)-3-(4-methoxybenzyl)-3'-deoxythymidin-3'-yl]-2-oxopropyl}-5'-deoxythymidine 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: 95.0%

: 202843-00-3
(E)-3'-O-Acetyl-3-(4-methoxybenzyl)-5'-{3-[(3'R)-5'-O-(tert-butyldimethylsilyl)-3-(4-methoxybenzyl)-3'-deoxythymidin-3'-yl]-2-oxopropylidene}-5'-deoxythymidine

: 151294-59-6
3'-O-Acetyl-3-(4-methoxybenzyl)-5'-{3-[(3'R)-5'-O-(tert-butyldimethylsilyl)-3-(4-methoxybenzyl)-3'-deoxythymidin-3'-yl]-2-oxopropyl}-5'-deoxythymidine

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol; for 16h; Ambient temperature;

Reference yield:

: 40615-37-0
3'-O-acetyl-5'-O-[bis(4-methoxyphenyl)(phenyl)methyl]-2'-deoxy-3,4-dihydrothymidine

: 151294-59-6
3'-O-Acetyl-3-(4-methoxybenzyl)-5'-{3-[(3'R)-5'-O-(tert-butyldimethylsilyl)-3-(4-methoxybenzyl)-3'-deoxythymidin-3'-yl]-2-oxopropyl}-5'-deoxythymidine

Guidance literature:: Multi-step reaction with 7 steps

1: 98 percent / Ph₃P, diethyl azodicarboxylate / dioxane / 16 h / Ambient temperature

2: 65 percent / 90percent aq. AcOH / 1 h / 50 °C

3: Cl₂CHCO₂H, N,N'-dicyclohexylcarbodiimide, DMSO / 2 h / Ambient temperature

4: methanol / 24 h / Ambient temperature

5: 96 percent / Dowex resin (H(+)), H₂O / tetrahydrofuran / 8 h / Ambient temperature

6: 78 percent / CH₂Cl₂ / 50 h / Ambient temperature

7: 95 percent / H₂ / 10percent Pd/C / methanol / 16 h / Ambient temperature

With dichloro-acetic acid; Dowex resin (H(+)); water; hydrogen; acetic acid; dimethyl sulfoxide; dicyclohexyl-carbodiimide; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane;

Reference yield:

: 120232-08-8
5'-O-(tert-butyldimethylsilyl)-3'-C-allyl-2',3'-dideoxythymidine

: 151294-59-6
3'-O-Acetyl-3-(4-methoxybenzyl)-5'-{3-[(3'R)-5'-O-(tert-butyldimethylsilyl)-3-(4-methoxybenzyl)-3'-deoxythymidin-3'-yl]-2-oxopropyl}-5'-deoxythymidine

Guidance literature:: Multi-step reaction with 8 steps

1: 88 percent / Ph₃P, diethyl azodicarboxylate / dioxane / 8 h / Ambient temperature

2: OsO₄, H₂O / dioxane / 0.25 h / Ambient temperature

3: aq. NaIO₄ / dioxane / 24 h / 20 - 25 °C

4: 100 percent / 2-methylbut-2-ene, sodium chlorite, aq. NaH₂PO₄ / 2-methyl-propan-2-ol / 2.5 h / Ambient temperature

5: 96 percent / tetrahydrofuran / 16 h / Ambient temperature

6: 1.) n-BuLi / 1.) hexane, THF, r.t., 20 min, 2.) r.t., 4 h

7: 78 percent / CH₂Cl₂ / 50 h / Ambient temperature

8: 95 percent / H₂ / 10percent Pd/C / methanol / 16 h / Ambient temperature

With sodium chlorite; sodium periodate; sodium dihydrogenphosphate; osmium(VIII) oxide; n-butyllithium; 2-methyl-but-2-ene; water; hydrogen; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; tert-butyl alcohol;