1-[3,5-O-(di-O-t-butylsilylene)-2-deoxy-2-hydroxymethyl-2-phenylseleno-4-thio-β-D-ribofuranosyl]thymine

Base Information

Chemical Name:1-[3,5-O-(di-O-t-butylsilylene)-2-deoxy-2-hydroxymethyl-2-phenylseleno-4-thio-β-D-ribofuranosyl]thymine
CAS No.:753007-90-8
Molecular Formula:C₂₅H₃₆N₂O₅SSeSi
Molecular Weight:583.683
Hs Code.:

Synonyms:1-[3,5-O-(di-O-t-butylsilylene)-2-deoxy-2-hydroxymethyl-2-phenylseleno-4-thio-β-D-ribofuranosyl]thymine

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Chemical Property of 1-[3,5-O-(di-O-t-butylsilylene)-2-deoxy-2-hydroxymethyl-2-phenylseleno-4-thio-β-D-ribofuranosyl]thymine

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Technology Process of 1-[3,5-O-(di-O-t-butylsilylene)-2-deoxy-2-hydroxymethyl-2-phenylseleno-4-thio-β-D-ribofuranosyl]thymine

There total 10 articles about 1-[3,5-O-(di-O-t-butylsilylene)-2-deoxy-2-hydroxymethyl-2-phenylseleno-4-thio-β-D-ribofuranosyl]thymine 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:

: 85272-31-7
di-tert-butylsilyl bis(trifluoromethanesulfonate)

: 1-((2R,3R,4R,5R)-4-Hydroxy-3,5-bis-hydroxymethyl-3-phenylselanyl-tetrahydro-thiophen-2-yl)-5-methyl-1H-pyrimidine-2,4-dione

: 753007-90-8
1-[3,5-O-(di-O-t-butylsilylene)-2-deoxy-2-hydroxymethyl-2-phenylseleno-4-thio-β-D-ribofuranosyl]thymine

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 0 ℃; for 3h;
DOI:10.1021/ol040035u

Reference yield:

: 65-71-4,28806-14-6,691841-57-3
thymin

: 753007-90-8
1-[3,5-O-(di-O-t-butylsilylene)-2-deoxy-2-hydroxymethyl-2-phenylseleno-4-thio-β-D-ribofuranosyl]thymine

Guidance literature:: Multi-step reaction with 5 steps

1: 92 percent / acetonitrile; CH₂Cl₂ / 0 °C

2: 93 percent / Bu₄NF / tetrahydrofuran / 4 h / 0 °C

3: NaOMe / methanol / 3 h / 0 °C

4: 240.8 mg / imidazole / dimethylformamide / 3 h / 0 °C

With 1H-imidazole; tetrabutyl ammonium fluoride; sodium methylate; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ol040035u

Reference yield:

: 209048-61-3
1,4-anhydro-2-deoxy-3,5-O-(1,1,3,3-tetraisopropyldisiloxan-1,3-diyl)-4-thio-D-erythro-pent-1-enitol

: 753007-90-8
1-[3,5-O-(di-O-t-butylsilylene)-2-deoxy-2-hydroxymethyl-2-phenylseleno-4-thio-β-D-ribofuranosyl]thymine

Guidance literature:: Multi-step reaction with 8 steps

1.1: LDA / tetrahydrofuran / 0.5 h / -70 °C

1.2: 86 percent / PhSO₂Cl / tetrahydrofuran / 0.5 h / -70 °C

2.1: LTMP / tetrahydrofuran / 0.5 h / -70 °C

2.2: tetrahydrofuran / 0.5 h / -70 °C

2.3: 85 percent / NaBH₄ / tetrahydrofuran; methanol / 0.17 h / 0 °C

3.1: liquid NH₃; Na / diethyl ether / 0.5 h / -80 °C

4.1: 580.2 mg / i-Pr₂NEt; DMAP / CH₂Cl₂

5.1: 92 percent / acetonitrile; CH₂Cl₂ / 0 °C

6.1: 93 percent / Bu₄NF / tetrahydrofuran / 4 h / 0 °C

7.1: NaOMe / methanol / 3 h / 0 °C

8.1: 240.8 mg / imidazole / dimethylformamide / 3 h / 0 °C

With 1H-imidazole; dmap; 2,2,6,6-tetramethylpiperidinyl-lithium; tetrabutyl ammonium fluoride; ammonia; sodium methylate; sodium; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ol040035u