(2S,3S,5R)-3-Hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-carboxylic acid {2-[(S)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxy]-1-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-ylmethyl)-ethoxy]-ethyl}-amide

Base Information

• Chemical Name: (2S,3S,5R)-3-Hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-carboxylic acid {2-[(S)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxy]-1-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-ylmethyl)-ethoxy]-ethyl}-amide
• CAS No.: 168772-59-6
• Molecular Formula: C₄₁H₄₅N₅O₁₁
• Molecular Weight: 783.835
• Mol file: 168772-59-6.mol

Synonyms:(2S,3S,5R)-3-Hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-carboxylic acid {2-[(S)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxy]-1-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-ylmethyl)-ethoxy]-ethyl}-amide

Chemical Property of (2S,3S,5R)-3-Hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-carboxylic acid {2-[(S)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxy]-1-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-ylmethyl)-ethoxy]-ethyl}-amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3S,5R)-3-Hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-carboxylic acid {2-[(S)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxy]-1-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-ylmethyl)-ethoxy]-ethyl}-amide

There total 6 articles about (2S,3S,5R)-3-Hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-carboxylic acid {2-[(S)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxy]-1-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-ylmethyl)-ethoxy]-ethyl}-amide 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: 85.0%

thymidine-5'-carboxylic acid (3544-99-8) + (S)-1-<2-(2-aminoethoxy)-3-(4,4'-dimethoxytrityloxy)propyl>thymine (168772-58-5) → (2S,3S,5R)-3-Hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-carboxylic acid {2-[(S)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxy]-1-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-ylmethyl)-ethoxy]-ethyl}-amide (168772-59-6)

Guidance literature:

With diphenyl-phosphinic acid; triethylamine; In N,N-dimethyl-formamide; for 3h; Ambient temperature;

DOI:10.1080/15257779508010713

Reference yield:

4,4'-dimethoxytrityl chloride (40615-36-9) → (2S,3S,5R)-3-Hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-carboxylic acid {2-[(S)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxy]-1-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-ylmethyl)-ethoxy]-ethyl}-amide (168772-59-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 67 percent / DMAP / pyridine / 16 h / Ambient temperature

2: 34 percent / KOH / benzene; dioxane / 8 h / 70 °C

3: 85 percent / DPPA, Et₃N / dimethylformamide / 3 h / Ambient temperature

With dmap; potassium hydroxide; diphenyl-phosphinic acid; triethylamine; In 1,4-dioxane; pyridine; N,N-dimethyl-formamide; benzene;

DOI:10.1080/15257779508010713

Reference yield:

thymin (65-71-4,28806-14-6,691841-57-3) → (2S,3S,5R)-3-Hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-carboxylic acid {2-[(S)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxy]-1-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-ylmethyl)-ethoxy]-ethyl}-amide (168772-59-6)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) NaH / 1.) DMF, 100 deg C, 1 h, 2.) 100 deg C, 8 h

2: 67 percent / aq. AcOH / 0.5 h / Heating

3: 67 percent / DMAP / pyridine / 16 h / Ambient temperature

4: 34 percent / KOH / benzene; dioxane / 8 h / 70 °C

5: 85 percent / DPPA, Et₃N / dimethylformamide / 3 h / Ambient temperature

With dmap; potassium hydroxide; diphenyl-phosphinic acid; sodium hydride; acetic acid; triethylamine; In 1,4-dioxane; pyridine; N,N-dimethyl-formamide; benzene;

DOI:10.1080/15257779508010713

upstream raw materials:

thymidine-5'-carboxylic acid

(S)-1-<2-(2-aminoethoxy)-3-(4,4'-dimethoxytrityloxy)propyl>thymine

4,4'-dimethoxytrityl chloride

thymin