(2R,4R)-3-benzoyl-1-(2-tert-butyldiphenylsilyloxymethyl-3-methylene-tetrahydrofuran-4-yl)-1H-pyrimidine-2,4-dione

Base Information

Chemical Name:(2R,4R)-3-benzoyl-1-(2-tert-butyldiphenylsilyloxymethyl-3-methylene-tetrahydrofuran-4-yl)-1H-pyrimidine-2,4-dione
CAS No.:207232-19-7
Molecular Formula:C₃₃H₃₄N₂O₅Si
Molecular Weight:566.729
Hs Code.:

Synonyms:(2R,4R)-3-benzoyl-1-(2-tert-butyldiphenylsilyloxymethyl-3-methylene-tetrahydrofuran-4-yl)-1H-pyrimidine-2,4-dione

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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 (2R,4R)-3-benzoyl-1-(2-tert-butyldiphenylsilyloxymethyl-3-methylene-tetrahydrofuran-4-yl)-1H-pyrimidine-2,4-dione

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Technology Process of (2R,4R)-3-benzoyl-1-(2-tert-butyldiphenylsilyloxymethyl-3-methylene-tetrahydrofuran-4-yl)-1H-pyrimidine-2,4-dione

There total 15 articles about (2R,4R)-3-benzoyl-1-(2-tert-butyldiphenylsilyloxymethyl-3-methylene-tetrahydrofuran-4-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: 63.0%

: 2775-87-3
3-N-benzoyluracil

: 207232-14-2
1,4-anhydro-5-O-(tert-butyldiphenylsilyl)-3-deoxy-3-C-methylene-L-xylitol

: 207232-19-7
(2R,4R)-3-benzoyl-1-(2-tert-butyldiphenylsilyloxymethyl-3-methylene-tetrahydrofuran-4-yl)-1H-pyrimidine-2,4-dione

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at -10 ℃; for 1h;
DOI:10.1016/S0968-0896(01)00266-8

Reference yield: 10.0%

: 2775-87-3
3-N-benzoyluracil

: 207232-14-2
1,4-anhydro-5-O-(tert-butyldiphenylsilyl)-3-deoxy-3-C-methylene-L-xylitol

: 207232-19-7
(2R,4R)-3-benzoyl-1-(2-tert-butyldiphenylsilyloxymethyl-3-methylene-tetrahydrofuran-4-yl)-1H-pyrimidine-2,4-dione

: 3-Benzoyl-1-[(3S,5R)-5-(tert-butyl-diphenyl-silanyloxymethyl)-4-methylene-tetrahydro-furan-3-yloxy]-1H-pyrimidine-2,4-dione

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran;
DOI:10.1016/S0960-894X(98)00122-X

Reference yield:

: 207232-10-8
methyl 2,5-di-O-benzyl-L-xylofuranoside

: 207232-19-7
(2R,4R)-3-benzoyl-1-(2-tert-butyldiphenylsilyloxymethyl-3-methylene-tetrahydrofuran-4-yl)-1H-pyrimidine-2,4-dione

Guidance literature:: Multi-step reaction with 8 steps

1.1: 75 percent / 2 h / 20 °C

2.1: 96 percent / Et₃SiH; TMSOTf / CH₂Cl₂ / 3 h / 20 °C

3.1: 85 percent / NaOMe / methanol / 2 h / 0 °C

4.1: 80 percent / DMSO; Ac₂O / 9 h / 20 °C

5.1: t-amyl alcohol; NaH / tetrahydrofuran; hexane / 0.03 h / 20 °C

5.2: 92 percent / tetrahydrofuran / 0.5 h / 20 °C

6.1: 75 percent / BCl₃ / CH₂Cl₂ / 0.5 h / -78 °C

7.1: 66 percent / imidazole / dimethylformamide / 1 h / 0 °C

8.1: 63 percent / Ph₃P; DEAD / tetrahydrofuran / 1 h / -10 °C

With 1H-imidazole; triethylsilane; tert-Amyl alcohol; trimethylsilyl trifluoromethanesulfonate; sodium methylate; acetic anhydride; boron trichloride; sodium hydride; dimethyl sulfoxide; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide; 5.2: Wittig reaction / 8.1: Mitsunobu reaction;
DOI:10.1016/S0968-0896(01)00266-8