1-((2R,4R,5R)-4-Fluoro-5-trityloxymethyl-tetrahydro-thiophen-2-yl)-1H-pyrimidine-2,4-dione

Base Information

Chemical Name:1-((2R,4R,5R)-4-Fluoro-5-trityloxymethyl-tetrahydro-thiophen-2-yl)-1H-pyrimidine-2,4-dione
CAS No.:166812-98-2
Molecular Formula:C₂₈H₂₅FN₂O₃S
Molecular Weight:488.583
Hs Code.:

Synonyms:1-((2R,4R,5R)-4-Fluoro-5-trityloxymethyl-tetrahydro-thiophen-2-yl)-1H-pyrimidine-2,4-dione

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Chemical Property of 1-((2R,4R,5R)-4-Fluoro-5-trityloxymethyl-tetrahydro-thiophen-2-yl)-1H-pyrimidine-2,4-dione

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Technology Process of 1-((2R,4R,5R)-4-Fluoro-5-trityloxymethyl-tetrahydro-thiophen-2-yl)-1H-pyrimidine-2,4-dione

There total 8 articles about 1-((2R,4R,5R)-4-Fluoro-5-trityloxymethyl-tetrahydro-thiophen-2-yl)-1H-pyrimidine-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: 85.0%

: 166813-01-0
1-(5-O-trityl-2-deoxy-4-thio-β-D-threo-pentofuranosyl)uracil

: 166812-98-2
1-((2R,4R,5R)-4-Fluoro-5-trityloxymethyl-tetrahydro-thiophen-2-yl)-1H-pyrimidine-2,4-dione

Guidance literature:: With 4,4'-diaminostilbene-2,2'-disulfonic acid; In dichloromethane; - 78 deg C, 15-30 min, then rt. 10-20 min;
DOI:10.1016/S0040-4039(00)78345-6

Reference yield:

: 134938-97-9
benzyl 3,5-di-O-benzyl-2-deoxy-1,4-dithio-D-erythro-pentofuranoside

: 166812-98-2
1-((2R,4R,5R)-4-Fluoro-5-trityloxymethyl-tetrahydro-thiophen-2-yl)-1H-pyrimidine-2,4-dione

Guidance literature:: Multi-step reaction with 8 steps

1: 67 percent / acetic acid

2: 82 percent / CF₃SO₃SiMe₃ / 1,2-dichloro-ethane / Ambient temperature

3: 40 percent / pyridine

4: 60 percent / BBr₃ / CH₂Cl₂

5: 66 percent

6: 66 percent / DAST / CH₂Cl₂ / -78 °C

7: 90 percent / 1N NaOH / aq. ethanol

8: 85 percent / DAST / CH₂Cl₂ / - 78 deg C, 15-30 min, then rt. 10-20 min

With pyridine; sodium hydroxide; trimethylsilyl trifluoromethanesulfonate; boron tribromide; 4,4'-diaminostilbene-2,2'-disulfonic acid; In ethanol; dichloromethane; acetic acid; 1,2-dichloro-ethane;
DOI:10.1016/S0040-4039(00)78345-6

Reference yield:

: 134111-32-3
1-(2-Deoxy-4-thio-β-D-ribofuranosyl)uracil

: 166812-98-2
1-((2R,4R,5R)-4-Fluoro-5-trityloxymethyl-tetrahydro-thiophen-2-yl)-1H-pyrimidine-2,4-dione

Guidance literature:: Multi-step reaction with 4 steps

1: 66 percent

2: 66 percent / DAST / CH₂Cl₂ / -78 °C

3: 90 percent / 1N NaOH / aq. ethanol

4: 85 percent / DAST / CH₂Cl₂ / - 78 deg C, 15-30 min, then rt. 10-20 min

With sodium hydroxide; 4,4'-diaminostilbene-2,2'-disulfonic acid; In ethanol; dichloromethane;
DOI:10.1016/S0040-4039(00)78345-6