3-Benzyloxymethyl-1-[(2R,3S,5R)-3-(tert-butyl-dimethyl-silanyloxy)-5-hydroxymethyl-4-oxo-tetrahydro-furan-2-yl]-1H-pyrimidine-2,4-dione

Base Information

Chemical Name:3-Benzyloxymethyl-1-[(2R,3S,5R)-3-(tert-butyl-dimethyl-silanyloxy)-5-hydroxymethyl-4-oxo-tetrahydro-furan-2-yl]-1H-pyrimidine-2,4-dione
CAS No.:186839-93-0
Molecular Formula:C₂₃H₃₂N₂O₇Si
Molecular Weight:476.602
Hs Code.:

Synonyms:3-Benzyloxymethyl-1-[(2R,3S,5R)-3-(tert-butyl-dimethyl-silanyloxy)-5-hydroxymethyl-4-oxo-tetrahydro-furan-2-yl]-1H-pyrimidine-2,4-dione

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Chemical Property of 3-Benzyloxymethyl-1-[(2R,3S,5R)-3-(tert-butyl-dimethyl-silanyloxy)-5-hydroxymethyl-4-oxo-tetrahydro-furan-2-yl]-1H-pyrimidine-2,4-dione

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Technology Process of 3-Benzyloxymethyl-1-[(2R,3S,5R)-3-(tert-butyl-dimethyl-silanyloxy)-5-hydroxymethyl-4-oxo-tetrahydro-furan-2-yl]-1H-pyrimidine-2,4-dione

There total 5 articles about 3-Benzyloxymethyl-1-[(2R,3S,5R)-3-(tert-butyl-dimethyl-silanyloxy)-5-hydroxymethyl-4-oxo-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: 68.0%

: 186839-92-9
3-Benzyloxymethyl-1-[(2R,3S,5R)-3-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-4-oxo-tetrahydro-furan-2-yl]-1H-pyrimidine-2,4-dione

: 186839-93-0
3-Benzyloxymethyl-1-[(2R,3S,5R)-3-(tert-butyl-dimethyl-silanyloxy)-5-hydroxymethyl-4-oxo-tetrahydro-furan-2-yl]-1H-pyrimidine-2,4-dione

Guidance literature:: With trifluoroacetic acid; at 0 ℃; for 0.5h;
DOI:10.1021/jo961665f

Reference yield:

: 3587-60-8
Benzyloxymethyl chloride

: 186839-93-0
3-Benzyloxymethyl-1-[(2R,3S,5R)-3-(tert-butyl-dimethyl-silanyloxy)-5-hydroxymethyl-4-oxo-tetrahydro-furan-2-yl]-1H-pyrimidine-2,4-dione

Guidance literature:: Multi-step reaction with 4 steps

1: 93 percent / DBU / dimethylformamide / 0.5 h / 0 °C

2: 89 percent / AgNO₃, Py / tetrahydrofuran / 24 h / Ambient temperature

3: 80 percent / CrO₃, molecular sieves, Py, Ac₂O / CH₂Cl₂ / 0.5 h / Ambient temperature

4: 68 percent / aq. TFA / 0.5 h / 0 °C

With pyridine; chromium(VI) oxide; molecular sieve; acetic anhydride; silver nitrate; 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo961665f

Reference yield:

: 58-96-8
uridine

: 186839-93-0
3-Benzyloxymethyl-1-[(2R,3S,5R)-3-(tert-butyl-dimethyl-silanyloxy)-5-hydroxymethyl-4-oxo-tetrahydro-furan-2-yl]-1H-pyrimidine-2,4-dione

Guidance literature:: Multi-step reaction with 4 steps

1: 93 percent / DBU / dimethylformamide / 0.5 h / 0 °C

2: 89 percent / AgNO₃, Py / tetrahydrofuran / 24 h / Ambient temperature

3: 80 percent / CrO₃, molecular sieves, Py, Ac₂O / CH₂Cl₂ / 0.5 h / Ambient temperature

4: 68 percent / aq. TFA / 0.5 h / 0 °C

With pyridine; chromium(VI) oxide; molecular sieve; acetic anhydride; silver nitrate; 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo961665f