2-{3-[(2R,3S,5S)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-propyl}-isoindole-1,3-dione

Base Information

Chemical Name:2-{3-[(2R,3S,5S)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-propyl}-isoindole-1,3-dione
CAS No.:200119-12-6
Molecular Formula:C₄₂H₄₁N₃O₉
Molecular Weight:731.802
Hs Code.:

2-{3-[(2R,3S,5S)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-propyl}-isoindole-1,3-dione

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Chemical Property of 2-{3-[(2R,3S,5S)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-propyl}-isoindole-1,3-dione

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Technology Process of 2-{3-[(2R,3S,5S)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-propyl}-isoindole-1,3-dione

There total 8 articles about 2-{3-[(2R,3S,5S)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-propyl}-isoindole-1,3-dione 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:

: 136918-14-4,85-41-6
phthalimide

: 200119-12-6
2-{3-[(2R,3S,5S)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-propyl}-isoindole-1,3-dione

Guidance literature:: Multi-step reaction with 3 steps

1: 86 percent / PPh₃, DEAD / tetrahydrofuran / 24 h / Ambient temperature

2: 33 percent / TBAF / tetrahydrofuran / 0.33 h

3: 43 percent / AgNO₃, pyridine / tetrahydrofuran / 72 h / Ambient temperature

With pyridine; tetrabutyl ammonium fluoride; silver nitrate; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran;
DOI:10.1039/a703173d

Reference yield:

: 65-71-4,28806-14-6,691841-57-3
thymin

: 200119-12-6
2-{3-[(2R,3S,5S)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-propyl}-isoindole-1,3-dione

Guidance literature:: Multi-step reaction with 5 steps

1: 2.) TMS triflate / 1.) MeCN, r.t., 1 h, 2.) r.t., 7 d

2: 1.) BH₃*1,4-oxathiane, 1,4-oxathiane, 2.) 30percent aq. H₂O₂, 2 M aq. NaOH / 1.) THF, r.t., 2.) r.t., 60 min

3: 86 percent / PPh₃, DEAD / tetrahydrofuran / 24 h / Ambient temperature

4: 33 percent / TBAF / tetrahydrofuran / 0.33 h

5: 43 percent / AgNO₃, pyridine / tetrahydrofuran / 72 h / Ambient temperature

With 1,4-Oxathiane; pyridine; sodium hydroxide; trimethylsilyl trifluoromethanesulfonate; borane:1,4-oxathiane; tetrabutyl ammonium fluoride; dihydrogen peroxide; silver nitrate; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran;
DOI:10.1039/a703173d

Reference yield:

: 123122-47-4
(2R,3S,5S)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-5-methoxy-tetrahydro-furan-3-ol

: 200119-12-6
2-{3-[(2R,3S,5S)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-propyl}-isoindole-1,3-dione

Guidance literature:: Multi-step reaction with 7 steps

1: 82 percent / CrO₃, pyridine, Ac₂O / CH₂Cl₂ / 4 h / Ambient temperature

2: 16 percent / diethyl ether / 16 h / Ambient temperature

3: 2.) TMS triflate / 1.) MeCN, r.t., 1 h, 2.) r.t., 7 d

4: 1.) BH₃*1,4-oxathiane, 1,4-oxathiane, 2.) 30percent aq. H₂O₂, 2 M aq. NaOH / 1.) THF, r.t., 2.) r.t., 60 min

5: 86 percent / PPh₃, DEAD / tetrahydrofuran / 24 h / Ambient temperature

6: 33 percent / TBAF / tetrahydrofuran / 0.33 h

7: 43 percent / AgNO₃, pyridine / tetrahydrofuran / 72 h / Ambient temperature

With 1,4-Oxathiane; pyridine; chromium(VI) oxide; sodium hydroxide; trimethylsilyl trifluoromethanesulfonate; borane:1,4-oxathiane; tetrabutyl ammonium fluoride; dihydrogen peroxide; acetic anhydride; silver nitrate; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1039/a703173d