1-(2-deoxy-3,5-di-O-p-toluoyl-α-D-ribofuranosyl)-5-ethyl-2,4(1H,3H)-pyrimidinedione

Base Information

• Chemical Name: 1-(2-deoxy-3,5-di-O-p-toluoyl-α-D-ribofuranosyl)-5-ethyl-2,4(1H,3H)-pyrimidinedione
• CAS No.: 29900-45-6
• Molecular Formula: C₂₇H₂₈N₂O₇
• Molecular Weight: 492.529

Synonyms:1-(2-deoxy-3,5-di-O-p-toluoyl-α-D-ribofuranosyl)-5-ethyl-2,4(1H,3H)-pyrimidinedione

Chemical Property of 1-(2-deoxy-3,5-di-O-p-toluoyl-α-D-ribofuranosyl)-5-ethyl-2,4(1H,3H)-pyrimidinedione

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-(2-deoxy-3,5-di-O-p-toluoyl-α-D-ribofuranosyl)-5-ethyl-2,4(1H,3H)-pyrimidinedione

There total 5 articles about 1-(2-deoxy-3,5-di-O-p-toluoyl-α-D-ribofuranosyl)-5-ethyl-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: 67.0%

1-(2-deoxy-3,5-di-O-p-toluoyl-α-D-ribofuranosyl)-4-trimethylsilyloxy-5-ethyl-2,4(1H,3H)-pyrimidinedione (78103-19-2) → 1-(2-deoxy-3,5-di-O-p-toluoyl-β-D-ribofuranosyl)-5-ethyl-2,4(1H,3H)-pyrimidinedione (29900-44-5) + 1-(2-deoxy-3,5-di-O-p-toluoyl-α-D-ribofuranosyl)-5-ethyl-2,4(1H,3H)-pyrimidinedione (29900-45-6)

Guidance literature:

trimethylsilyl trifluoromethanesulfonate; In 1,2-dichloro-ethane; acetonitrile; at 24 ℃; for 46h;

Reference yield: 31.5%

2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride (4330-21-6) + 2,4-bis-trimethylsilyloxy-5-ethylpyrimidine (31167-05-2) → 1-(2-deoxy-3,5-di-O-p-toluoyl-β-D-ribofuranosyl)-5-ethyl-2,4(1H,3H)-pyrimidinedione (29900-44-5) + 1-(2-deoxy-3,5-di-O-p-toluoyl-α-D-ribofuranosyl)-5-ethyl-2,4(1H,3H)-pyrimidinedione (29900-45-6)

Guidance literature:

trimethylsilyl trifluoromethanesulfonate; In 1,2-dichloro-ethane; acetonitrile; at 24 ℃; for 3h;

Reference yield: 21.0%

5-ethyluracil (4212-49-1) + methyl 3,5-di-O-toluoyl-2-deoxy-D-ribofuranose (4330-34-1) → 1-(2-deoxy-3,5-di-O-p-toluoyl-β-D-ribofuranosyl)-5-ethyl-2,4(1H,3H)-pyrimidinedione (29900-44-5) + 1-(2-deoxy-3,5-di-O-p-toluoyl-α-D-ribofuranosyl)-5-ethyl-2,4(1H,3H)-pyrimidinedione (29900-45-6)

Guidance literature:

With chloro-trimethyl-silane; 1,1,1,3,3,3-hexamethyl-disilazane; C₄F₉SO₃K; In acetonitrile; for 12h; Heating;

upstream raw materials:

5-ethyluracil

methyl 3,5-di-O-toluoyl-2-deoxy-D-ribofuranose

2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride

2,4-bis-trimethylsilyloxy-5-ethylpyrimidine

Downstream raw materials:

1-(2-deoxy-3,5-di-O-p-toluoyl-α-D-ribofuranosyl)-4-trimethylsilyloxy-5-ethyl-2,4(1H,3H)-pyrimidinedione

1-(2-deoxy-3,5-di-O-p-toluoyl-β-D-ribofuranosyl)-5-ethyl-2,4(1H,3H)-pyrimidinedione

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