1-[(2R,3R,4S,5R)-4-Benzyloxy-5-((R)-1-benzyloxy-2-hydroxy-ethyl)-3-hydroxy-tetrahydro-furan-2-yl]-1H-[1,3,5]triazine-2,4-dione

Base Information

• Chemical Name: 1-[(2R,3R,4S,5R)-4-Benzyloxy-5-((R)-1-benzyloxy-2-hydroxy-ethyl)-3-hydroxy-tetrahydro-furan-2-yl]-1H-[1,3,5]triazine-2,4-dione
• CAS No.: 663174-81-0
• Molecular Formula: C₂₃H₂₅N₃O₇
• Molecular Weight: 455.467
• Mol file: 663174-81-0.mol

Synonyms:

Chemical Property of 1-[(2R,3R,4S,5R)-4-Benzyloxy-5-((R)-1-benzyloxy-2-hydroxy-ethyl)-3-hydroxy-tetrahydro-furan-2-yl]-1H-[1,3,5]triazine-2,4-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-[(2R,3R,4S,5R)-4-Benzyloxy-5-((R)-1-benzyloxy-2-hydroxy-ethyl)-3-hydroxy-tetrahydro-furan-2-yl]-1H-[1,3,5]triazine-2,4-dione

There total 9 articles about 1-[(2R,3R,4S,5R)-4-Benzyloxy-5-((R)-1-benzyloxy-2-hydroxy-ethyl)-3-hydroxy-tetrahydro-furan-2-yl]-1H-[1,3,5]triazine-2,4-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: 48.0%

1,2-Di-O-acetyl-6-O-benzoyl-3,5-di-O-benzyl-D-allofuranose (230631-31-9) → 1-[(2R,3R,4S,5R)-4-Benzyloxy-5-((R)-1-benzyloxy-2-hydroxy-ethyl)-3-hydroxy-tetrahydro-furan-2-yl]-1H-[1,3,5]triazine-2,4-dione (663174-81-0)

Guidance literature:

1,2-Di-O-acetyl-6-O-benzoyl-3,5-di-O-benzyl-D-allofuranose; silylated 5-azauracil; With trimethylsilyl trifluoromethanesulfonate;

With sodium methylate;

DOI:10.1081/NCN-120022685

Reference yield:

3-O-benzyl-1,2-O-isopropylidene-α-D-allofuranose (57099-04-4) → 1-[(2R,3R,4S,5R)-4-Benzyloxy-5-((R)-1-benzyloxy-2-hydroxy-ethyl)-3-hydroxy-tetrahydro-furan-2-yl]-1H-[1,3,5]triazine-2,4-dione (663174-81-0)

Guidance literature:

Multi-step reaction with 5 steps

1.1: aq. HCO₂H

2.1: TMSOTf

2.2: 48 percent / NaOMe

With formic acid; trimethylsilyl trifluoromethanesulfonate;

DOI:10.1081/NCN-120022685

Reference yield:

1,2:5,6-di-O-isopropylidene-α-D-hexofuran-3-ulose (2847-00-9) → 1-[(2R,3R,4S,5R)-4-Benzyloxy-5-((R)-1-benzyloxy-2-hydroxy-ethyl)-3-hydroxy-tetrahydro-furan-2-yl]-1H-[1,3,5]triazine-2,4-dione (663174-81-0)

Guidance literature:

Multi-step reaction with 8 steps

1.1: NaBH₄

2.1: aq. AcOH

3.1: aq. HCO₂H

4.1: TMSOTf

4.2: 48 percent / NaOMe

With sodium tetrahydroborate; formic acid; trimethylsilyl trifluoromethanesulfonate; acetic acid;

DOI:10.1081/NCN-120022685

upstream raw materials:

1,2-Di-O-acetyl-6-O-benzoyl-3,5-di-O-benzyl-D-allofuranose

1,2:5,6-di-O-isopropylidene-α-D-hexofuran-3-ulose

3-O-benzyl-1,2-O-isopropylidene-α-D-allofuranose

1,2:5,6-di-O-isopropylidene-3-O-benzyl-α-D-allofuranose

Downstream raw materials:

1-((1S,4R,5R,7R,8R)-4,8-Bis-benzyloxy-2,6-dioxa-bicyclo[3.2.1]oct-7-yl)-1H-[1,3,5]triazine-2,4-dione

4-Amino-1-((1S,4R,5R,7R,8R)-4,8-bis-benzyloxy-2,6-dioxa-bicyclo[3.2.1]oct-7-yl)-1H-[1,3,5]triazin-2-one