(S)-1-[(2R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-hydroxymethyl-tetrahydro-furan-2-yl]-5-methyl-5-phenylselanyl-dihydro-pyrimidine-2,4-dione

Base Information

Chemical Name:(S)-1-[(2R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-hydroxymethyl-tetrahydro-furan-2-yl]-5-methyl-5-phenylselanyl-dihydro-pyrimidine-2,4-dione
CAS No.:349490-12-6
Molecular Formula:C₂₂H₃₄N₂O₅SeSi
Molecular Weight:513.568
Hs Code.:

(S)-1-[(2R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-hydroxymethyl-tetrahydro-furan-2-yl]-5-methyl-5-phenylselanyl-dihydro-pyrimidine-2,4-dione

Synonyms:(S)-1-[(2R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-hydroxymethyl-tetrahydro-furan-2-yl]-5-methyl-5-phenylselanyl-dihydro-pyrimidine-2,4-dione

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Chemical Property of (S)-1-[(2R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-hydroxymethyl-tetrahydro-furan-2-yl]-5-methyl-5-phenylselanyl-dihydro-pyrimidine-2,4-dione

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Technology Process of (S)-1-[(2R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-hydroxymethyl-tetrahydro-furan-2-yl]-5-methyl-5-phenylselanyl-dihydro-pyrimidine-2,4-dione

There total 1 articles about (S)-1-[(2R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-hydroxymethyl-tetrahydro-furan-2-yl]-5-methyl-5-phenylselanyl-dihydro-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:

: 208466-63-1
1-[(2R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-5-methyl-5-phenylselanyl-dihydro-pyrimidine-2,4-dione

: 349490-12-6
(S)-1-[(2R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-hydroxymethyl-tetrahydro-furan-2-yl]-5-methyl-5-phenylselanyl-dihydro-pyrimidine-2,4-dione

: 349490-11-5
(R)-1-[(2R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-hydroxymethyl-tetrahydro-furan-2-yl]-5-methyl-5-phenylselanyl-dihydro-pyrimidine-2,4-dione

Guidance literature:: With trifluoroacetic acid; In tetrahydrofuran; water; at 0 ℃; for 4h;
DOI:10.1021/ja010180s

Reference yield: 88.0%

: 349490-12-6
(S)-1-[(2R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-hydroxymethyl-tetrahydro-furan-2-yl]-5-methyl-5-phenylselanyl-dihydro-pyrimidine-2,4-dione

: 349490-14-8
(S)-1-((2R,4S,5R)-4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-5-methyl-5-phenylselanyl-dihydro-pyrimidine-2,4-dione

Guidance literature:: With triethylamine tris(hydrogen fluoride); In tetrahydrofuran; for 12h;
DOI:10.1021/ja010180s

Reference yield:

: 349490-12-6
(S)-1-[(2R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-hydroxymethyl-tetrahydro-furan-2-yl]-5-methyl-5-phenylselanyl-dihydro-pyrimidine-2,4-dione

: C₄₆H₄₈N₄O₁₄PSe^(1-)*Na⁽¹⁺⁾

Guidance literature:: Multi-step reaction with 4 steps

1.1: 88 percent / Et₃N*3HF / tetrahydrofuran / 12 h

2.1: tetrazole / acetonitrile; tetrahydrofuran / 4 h / 0 °C

2.2: 58 percent / I₂; 2,6-lutidine; H₂O / tetrahydrofuran

3.1: Et₃N / tetrahydrofuran / 12 h / Heating

4.1: Dowex resin / methanol

With 1H-tetrazole; Dowex resin; triethylamine tris(hydrogen fluoride); triethylamine; In tetrahydrofuran; methanol; acetonitrile;
DOI:10.1021/ja010180s