1-((2R,3R,4R,5R)-3-Hydroxy-5-hydroxymethyl-4-phenylsulfanyl-tetrahydro-furan-2-yl)-1H-pyrimidine-2,4-dione

Base Information

Chemical Name:1-((2R,3R,4R,5R)-3-Hydroxy-5-hydroxymethyl-4-phenylsulfanyl-tetrahydro-furan-2-yl)-1H-pyrimidine-2,4-dione
CAS No.:134304-10-2
Molecular Formula:C₁₅H₁₆N₂O₅S
Molecular Weight:336.368
Hs Code.:

Synonyms:1-((2R,3R,4R,5R)-3-Hydroxy-5-hydroxymethyl-4-phenylsulfanyl-tetrahydro-furan-2-yl)-1H-pyrimidine-2,4-dione

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Chemical Property of 1-((2R,3R,4R,5R)-3-Hydroxy-5-hydroxymethyl-4-phenylsulfanyl-tetrahydro-furan-2-yl)-1H-pyrimidine-2,4-dione

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Technology Process of 1-((2R,3R,4R,5R)-3-Hydroxy-5-hydroxymethyl-4-phenylsulfanyl-tetrahydro-furan-2-yl)-1H-pyrimidine-2,4-dione

There total 7 articles about 1-((2R,3R,4R,5R)-3-Hydroxy-5-hydroxymethyl-4-phenylsulfanyl-tetrahydro-furan-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: 59.0%

: 134357-13-4
1-<3'-deoxy-3'-phenylthio-2,2'-O-anhydro-β-D-lyxo-furanosyl>uracil

: 134304-10-2
1-((2R,3R,4R,5R)-3-Hydroxy-5-hydroxymethyl-4-phenylsulfanyl-tetrahydro-furan-2-yl)-1H-pyrimidine-2,4-dione

Guidance literature:: With sulfuric acid; In water; at 90 ℃;
DOI:10.1016/S0040-4020(01)86406-1

Reference yield:

: 133782-81-7
1-[5-O-(4-methoxytrityl)-2-deoxy-2-phenylseleno-β-D-ribofuranosyl]uracil

: 134304-10-2
1-((2R,3R,4R,5R)-3-Hydroxy-5-hydroxymethyl-4-phenylsulfanyl-tetrahydro-furan-2-yl)-1H-pyrimidine-2,4-dione

Guidance literature:: Multi-step reaction with 6 steps

1: 95 percent / pyridine / 0 °C

2: 86 percent / potassium tert-butoxide / tetrahydrofuran / 0 - 20 °C / 1.) 1h, 0 deg C, 2.) 2h r.t.

3: 97 percent / m-chloroperbenzoic acid / methanol / Ambient temperature

4: 88 percent / aq. acetic acid / Ambient temperature

5: 21 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene / dimethylformamide / 2 h / Ambient temperature

6: 59 percent / H₂SO₄ / H₂O / 90 °C

With pyridine; sulfuric acid; potassium tert-butylate; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)86406-1

Reference yield:

: 134304-00-0
1-<2',3'-dideoxy-2'-phenylselenonyl-β-D-glycero-pent-2'-enofuranosyl>uracil

: 134304-10-2
1-((2R,3R,4R,5R)-3-Hydroxy-5-hydroxymethyl-4-phenylsulfanyl-tetrahydro-furan-2-yl)-1H-pyrimidine-2,4-dione

Guidance literature:: Multi-step reaction with 2 steps

1: 21 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene / dimethylformamide / 2 h / Ambient temperature

2: 59 percent / H₂SO₄ / H₂O / 90 °C

With sulfuric acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In water; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)86406-1