1-((1R,2R,3S)-tetrahydro-2-hydroxy-3-(((4-methoxyphenyl)-diphenylmethoxy)-methyl)-1-furanyl)-2,4(1H,3H)-pyrimidinedione

Base Information

• Chemical Name: 1-((1R,2R,3S)-tetrahydro-2-hydroxy-3-(((4-methoxyphenyl)-diphenylmethoxy)-methyl)-1-furanyl)-2,4(1H,3H)-pyrimidinedione
• CAS No.: 287934-00-3
• Molecular Formula: C₂₉H₂₈N₂O₆
• Molecular Weight: 500.551

Synonyms:1-((1R,2R,3S)-tetrahydro-2-hydroxy-3-(((4-methoxyphenyl)-diphenylmethoxy)-methyl)-1-furanyl)-2,4(1H,3H)-pyrimidinedione

Chemical Property of 1-((1R,2R,3S)-tetrahydro-2-hydroxy-3-(((4-methoxyphenyl)-diphenylmethoxy)-methyl)-1-furanyl)-2,4(1H,3H)-pyrimidinedione

Chemical Property:

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Technology Process of 1-((1R,2R,3S)-tetrahydro-2-hydroxy-3-(((4-methoxyphenyl)-diphenylmethoxy)-methyl)-1-furanyl)-2,4(1H,3H)-pyrimidinedione

There total 3 articles about 1-((1R,2R,3S)-tetrahydro-2-hydroxy-3-(((4-methoxyphenyl)-diphenylmethoxy)-methyl)-1-furanyl)-2,4(1H,3H)-pyrimidinedione 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: 100.0%

1-{(2R,3R,4S)-4-[(4-Methoxy-phenyl)-diphenyl-methoxymethyl]-3-trimethylsilanyloxy-tetrahydro-furan-2-yl}-1H-pyrimidine-2,4-dione (448896-43-3) → 1-((1R,2R,3S)-tetrahydro-2-hydroxy-3-(((4-methoxyphenyl)-diphenylmethoxy)-methyl)-1-furanyl)-2,4(1H,3H)-pyrimidinedione (287934-00-3)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; methanol; at 0 - 20 ℃; for 0.5h;

DOI:10.1007/s007060200024

Reference yield: 64.0%

1,3-bis(trimethylsilyl)uracil (3442-82-8) + (S)-4-[(4-Methoxy-phenyl)-diphenyl-methoxymethyl]-2,6-dioxa-bicyclo[3.1.0]hexane → 1-((1R,2R,3S)-tetrahydro-2-hydroxy-3-(((4-methoxyphenyl)-diphenylmethoxy)-methyl)-1-furanyl)-2,4(1H,3H)-pyrimidinedione (287934-00-3) + 1-{(2R,3R,4S)-4-[(4-Methoxy-phenyl)-diphenyl-methoxymethyl]-3-trimethylsilanyloxy-tetrahydro-furan-2-yl}-1H-pyrimidine-2,4-dione (448896-43-3)

Guidance literature:

In chloroform-d1; at 20 ℃; for 36h;

DOI:10.1007/s007060200024

Reference yield:

(S)-4-[(4-Methoxy-phenyl)-diphenyl-methoxymethyl]-2,6-dioxa-bicyclo[3.1.0]hexane → 1-((1R,2R,3S)-tetrahydro-2-hydroxy-3-(((4-methoxyphenyl)-diphenylmethoxy)-methyl)-1-furanyl)-2,4(1H,3H)-pyrimidinedione (287934-00-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 64 percent / CDCl₃ / 36 h / 20 °C

2: 100 percent / aq. HCl / methanol; tetrahydrofuran / 0.5 h / 0 - 20 °C

With hydrogenchloride; In tetrahydrofuran; methanol; chloroform-d1;

DOI:10.1007/s007060200024

upstream raw materials:

1,3-bis(trimethylsilyl)uracil

1-{(2R,3R,4S)-4-[(4-Methoxy-phenyl)-diphenyl-methoxymethyl]-3-trimethylsilanyloxy-tetrahydro-furan-2-yl}-1H-pyrimidine-2,4-dione

Downstream raw materials:

thiocarbonic acid O-{2-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-3-yl} ester O-phenyl ester

1-((1R,3S)-tetrahydro-3-(((4-methoxyphenyl)-diphenylmethoxy)-methyl)-1-furanyl)-2,4(1H,3H)-pyrimidinedione

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