1-<5-O-benzyl-3-C-(fluoromethyl)-2,3-dideoxy-β-D-erythro-pentofuranosyl>thymine

Base Information

Chemical Name:1-<5-O-benzyl-3-C-(fluoromethyl)-2,3-dideoxy-β-D-erythro-pentofuranosyl>thymine
CAS No.:133713-88-9
Molecular Formula:C₁₈H₂₁FN₂O₄
Molecular Weight:348.374
Hs Code.:

Synonyms:1-<5-O-benzyl-3-C-(fluoromethyl)-2,3-dideoxy-β-D-erythro-pentofuranosyl>thymine

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 1-<5-O-benzyl-3-C-(fluoromethyl)-2,3-dideoxy-β-D-erythro-pentofuranosyl>thymine

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Technology Process of 1-<5-O-benzyl-3-C-(fluoromethyl)-2,3-dideoxy-β-D-erythro-pentofuranosyl>thymine

There total 18 articles about 1-<5-O-benzyl-3-C-(fluoromethyl)-2,3-dideoxy-β-D-erythro-pentofuranosyl>thymine 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: 30.0%

: 133713-95-8
1-[5-O-benzyl-2,3-dideoxy-3-(hydroxymethyl)-β-D-erythro-pentofuranosyl]thymine

: 133713-88-9
1-<5-O-benzyl-3-C-(fluoromethyl)-2,3-dideoxy-β-D-erythro-pentofuranosyl>thymine

Guidance literature:: With pyridine; 4,4'-diaminostilbene-2,2'-disulfonic acid; In dichloromethane; at 20 ℃; for 7h;
DOI:10.1021/jm021108n

Reference yield:

: 1025950-14-4
Thiocarbonic acid O-[(2R,3R,4R,5S)-5-benzyloxymethyl-4-fluoromethyl-2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester O-phenyl ester

: 133713-88-9
1-<5-O-benzyl-3-C-(fluoromethyl)-2,3-dideoxy-β-D-erythro-pentofuranosyl>thymine

Guidance literature:: With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; at 95 - 100 ℃; for 5h; Yield given;
DOI:10.1021/jm00055a006

Reference yield:

: 65-71-4,28806-14-6,691841-57-3
thymin

: 133713-88-9
1-<5-O-benzyl-3-C-(fluoromethyl)-2,3-dideoxy-β-D-erythro-pentofuranosyl>thymine

Guidance literature:: Multi-step reaction with 7 steps

1: trimethylsilyl chloride; pyridine / Heating

2: trimethylsilyl triflate / 1,2-dichloro-ethane / 5 h / 20 °C

3: 592 mg / NH₃ / methanol / 15 h / 20 °C

4: DMAP / acetonitrile / 1.5 h / 0 °C

5: 3.98 g / 2,2'-azobis(2-methyl-propionitrile); tri-n-butyltinhydride / toluene / 1 h / 95 - 100 °C

6: 72 percent / ceric ammonium nitrate; H₂O / acetonitrile / 0.08 h

7: 30 percent / DAST; pyridine / CH₂Cl₂ / 7 h / 20 °C

With pyridine; dmap; chloro-trimethyl-silane; ammonium cerium(IV) nitrate; 2,2'-azobis(isobutyronitrile); trimethylsilyl trifluoromethanesulfonate; ammonia; water; tri-n-butyl-tin hydride; 4,4'-diaminostilbene-2,2'-disulfonic acid; In methanol; dichloromethane; 1,2-dichloro-ethane; toluene; acetonitrile; 2: Vorbrueggen-type coupling;
DOI:10.1021/jm021108n