[2-(2,2,2-Trifluoro-acetylamino)-ethyl]-carbamic acid 2-[(2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-ethyl ester

Base Information

• Chemical Name: [2-(2,2,2-Trifluoro-acetylamino)-ethyl]-carbamic acid 2-[(2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-ethyl ester
• CAS No.: 203200-36-6
• Molecular Formula: C₃₈H₄₁F₃N₄O₁₀
• Molecular Weight: 770.76

Synonyms:[2-(2,2,2-Trifluoro-acetylamino)-ethyl]-carbamic acid 2-[(2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-ethyl ester

Chemical Property of [2-(2,2,2-Trifluoro-acetylamino)-ethyl]-carbamic acid 2-[(2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Technology Process of [2-(2,2,2-Trifluoro-acetylamino)-ethyl]-carbamic acid 2-[(2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-ethyl ester

There total 9 articles about [2-(2,2,2-Trifluoro-acetylamino)-ethyl]-carbamic acid 2-[(2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-ethyl ester 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:

4,4'-dimethoxytrityl chloride (40615-36-9) → [2-(2,2,2-Trifluoro-acetylamino)-ethyl]-carbamic acid 2-[(2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-ethyl ester (203200-36-6)

Guidance literature:

Multi-step reaction with 8 steps

1: pyridine / 5 h / Ambient temperature

2: 4.04 g / TBAF / tetrahydrofuran

3: 95 percent / DMAP, Et₃N / toluene / 2 h / Ambient temperature

4: Bu₃SnH, AIBN / benzene / 4 h / 80 °C

5: 87 percent / aq. H₂O₂, KF, KHCO₃ / methanol; tetrahydrofuran / 16 h / Ambient temperature

6: DMAP / dimethylformamide / 15 h / Ambient temperature

7: DMAP / dimethylformamide / 3 h / Ambient temperature

8: 818 mg / Et₃N / methanol / 14 h / Ambient temperature

With dmap; potassium fluoride; 2,2'-azobis(isobutyronitrile); tetrabutyl ammonium fluoride; dihydrogen peroxide; tri-n-butyl-tin hydride; potassium hydrogencarbonate; triethylamine; In tetrahydrofuran; pyridine; methanol; N,N-dimethyl-formamide; toluene; benzene;

DOI:10.1021/jo9720492

Reference yield:

1-[(2R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-hydroxymethyl-5-phenylselanyl-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione → [2-(2,2,2-Trifluoro-acetylamino)-ethyl]-carbamic acid 2-[(2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-ethyl ester (203200-36-6)

Guidance literature:

Multi-step reaction with 8 steps

1: pyridine / 5 h / Ambient temperature

2: 4.04 g / TBAF / tetrahydrofuran

3: 95 percent / DMAP, Et₃N / toluene / 2 h / Ambient temperature

4: Bu₃SnH, AIBN / benzene / 4 h / 80 °C

5: 87 percent / aq. H₂O₂, KF, KHCO₃ / methanol; tetrahydrofuran / 16 h / Ambient temperature

6: DMAP / dimethylformamide / 15 h / Ambient temperature

7: DMAP / dimethylformamide / 3 h / Ambient temperature

8: 818 mg / Et₃N / methanol / 14 h / Ambient temperature

With dmap; potassium fluoride; 2,2'-azobis(isobutyronitrile); tetrabutyl ammonium fluoride; dihydrogen peroxide; tri-n-butyl-tin hydride; potassium hydrogencarbonate; triethylamine; In tetrahydrofuran; pyridine; methanol; N,N-dimethyl-formamide; toluene; benzene;

DOI:10.1021/jo9720492

Reference yield:

5'-O-(dimethoxytrityl)-4'-C-(2-hydroxyethyl)thymidine (203200-35-5) → [2-(2,2,2-Trifluoro-acetylamino)-ethyl]-carbamic acid 2-[(2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-ethyl ester (203200-36-6)

Guidance literature:

Multi-step reaction with 3 steps

1: DMAP / dimethylformamide / 15 h / Ambient temperature

2: DMAP / dimethylformamide / 3 h / Ambient temperature

3: 818 mg / Et₃N / methanol / 14 h / Ambient temperature

With dmap; triethylamine; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/jo9720492

upstream raw materials:

ethyl trifluoroacetate,

4,4'-dimethoxytrityl chloride

5'-O-(dimethoxytrityl)-4'-C-(2-hydroxyethyl)thymidine

1-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-5-phenylselanyl-tetrahydro-furan-2-yl}-5-methyl-1H-pyrimidine-2,4-dione

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