1-[(2R,3R,4R,5S)-4-Allyl-5-(tert-butyl-diphenyl-silanyloxymethyl)-3-methoxy-tetrahydro-furan-2-yl]-3-benzyloxymethyl-5-methyl-1H-pyrimidine-2,4-dione

Base Information

Chemical Name:1-[(2R,3R,4R,5S)-4-Allyl-5-(tert-butyl-diphenyl-silanyloxymethyl)-3-methoxy-tetrahydro-furan-2-yl]-3-benzyloxymethyl-5-methyl-1H-pyrimidine-2,4-dione
CAS No.:171762-76-8
Molecular Formula:C₃₈H₄₆N₂O₆Si
Molecular Weight:654.879
Hs Code.:

1-[(2R,3R,4R,5S)-4-Allyl-5-(tert-butyl-diphenyl-silanyloxymethyl)-3-methoxy-tetrahydro-furan-2-yl]-3-benzyloxymethyl-5-methyl-1H-pyrimidine-2,4-dione

Synonyms:1-[(2R,3R,4R,5S)-4-Allyl-5-(tert-butyl-diphenyl-silanyloxymethyl)-3-methoxy-tetrahydro-furan-2-yl]-3-benzyloxymethyl-5-methyl-1H-pyrimidine-2,4-dione

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Chemical Property of 1-[(2R,3R,4R,5S)-4-Allyl-5-(tert-butyl-diphenyl-silanyloxymethyl)-3-methoxy-tetrahydro-furan-2-yl]-3-benzyloxymethyl-5-methyl-1H-pyrimidine-2,4-dione

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Technology Process of 1-[(2R,3R,4R,5S)-4-Allyl-5-(tert-butyl-diphenyl-silanyloxymethyl)-3-methoxy-tetrahydro-furan-2-yl]-3-benzyloxymethyl-5-methyl-1H-pyrimidine-2,4-dione

There total 10 articles about 1-[(2R,3R,4R,5S)-4-Allyl-5-(tert-butyl-diphenyl-silanyloxymethyl)-3-methoxy-tetrahydro-furan-2-yl]-3-benzyloxymethyl-5-methyl-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: 94.0%

: 171762-75-7
1-[(2R,3R,4S,5S)-4-Allyl-5-(tert-butyl-diphenyl-silanyloxymethyl)-3-hydroxy-tetrahydro-furan-2-yl]-3-benzyloxymethyl-5-methyl-1H-pyrimidine-2,4-dione

: 74-88-4
methyl iodide

: 171762-76-8
1-[(2R,3R,4R,5S)-4-Allyl-5-(tert-butyl-diphenyl-silanyloxymethyl)-3-methoxy-tetrahydro-furan-2-yl]-3-benzyloxymethyl-5-methyl-1H-pyrimidine-2,4-dione

Guidance literature:: With sodium hydride; In tetrahydrofuran; for 17h; Ambient temperature;

Reference yield:

: 22423-26-3
O-2,2'-cyclo-5-methyluridine

: 171762-76-8
1-[(2R,3R,4R,5S)-4-Allyl-5-(tert-butyl-diphenyl-silanyloxymethyl)-3-methoxy-tetrahydro-furan-2-yl]-3-benzyloxymethyl-5-methyl-1H-pyrimidine-2,4-dione

Guidance literature:: Multi-step reaction with 8 steps

1: 72 percent / imidazole / dimethylformamide / 18 h / Ambient temperature

2: 82 percent / Et₃N, DMAP, pyridine / CH₂Cl₂ / 40 h / Ambient temperature

3: 79 percent / AIBN / benzene / 20 h / Heating

4: 90 percent / aq. NaOH / tetrahydrofuran / 5 h / Ambient temperature

5: 92 percent / DBU / acetonitrile / 18 h / Ambient temperature

6: 83 percent / PPh₃, diisopropylazodicarboxylate / toluene / 50 h / Ambient temperature

7: 92 percent / NaOMe / methanol / 1 h / Ambient temperature

8: 94 percent / NaH / tetrahydrofuran / 17 h / Ambient temperature

With pyridine; 1H-imidazole; dmap; sodium hydroxide; 2,2'-azobis(isobutyronitrile); di-isopropyl azodicarboxylate; sodium methylate; sodium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile; benzene;

Reference yield:

: 3587-60-8
Benzyloxymethyl chloride

: 171762-76-8
1-[(2R,3R,4R,5S)-4-Allyl-5-(tert-butyl-diphenyl-silanyloxymethyl)-3-methoxy-tetrahydro-furan-2-yl]-3-benzyloxymethyl-5-methyl-1H-pyrimidine-2,4-dione

Guidance literature:: Multi-step reaction with 4 steps

1: 92 percent / DBU / acetonitrile / 18 h / Ambient temperature

2: 83 percent / PPh₃, diisopropylazodicarboxylate / toluene / 50 h / Ambient temperature

3: 92 percent / NaOMe / methanol / 1 h / Ambient temperature

4: 94 percent / NaH / tetrahydrofuran / 17 h / Ambient temperature

With di-isopropyl azodicarboxylate; sodium methylate; sodium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triphenylphosphine; In tetrahydrofuran; methanol; toluene; acetonitrile;