1-[(2R,3R,4R,5R,6S)-4,6-Bis-(tert-butyl-dimethyl-silanyloxy)-3-phenylselanyl-1-thia-spiro[4.4]non-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

Base Information

Chemical Name:1-[(2R,3R,4R,5R,6S)-4,6-Bis-(tert-butyl-dimethyl-silanyloxy)-3-phenylselanyl-1-thia-spiro[4.4]non-2-yl]-5-methyl-1H-pyrimidine-2,4-dione
CAS No.:849112-88-5
Molecular Formula:C₃₁H₅₀N₂O₄SSeSi₂
Molecular Weight:681.946
Hs Code.:

Synonyms:1-[(2R,3R,4R,5R,6S)-4,6-Bis-(tert-butyl-dimethyl-silanyloxy)-3-phenylselanyl-1-thia-spiro[4.4]non-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

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Chemical Property of 1-[(2R,3R,4R,5R,6S)-4,6-Bis-(tert-butyl-dimethyl-silanyloxy)-3-phenylselanyl-1-thia-spiro[4.4]non-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

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Technology Process of 1-[(2R,3R,4R,5R,6S)-4,6-Bis-(tert-butyl-dimethyl-silanyloxy)-3-phenylselanyl-1-thia-spiro[4.4]non-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

There total 11 articles about 1-[(2R,3R,4R,5R,6S)-4,6-Bis-(tert-butyl-dimethyl-silanyloxy)-3-phenylselanyl-1-thia-spiro[4.4]non-2-yl]-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: 66.0%

: 849112-85-2
(4S,5R,6S)-4,6-Bis-(tert-butyl-dimethyl-silanyloxy)-1-thia-spiro[4.4]non-2-ene

: 5707-04-0
Phenylselenyl chloride

: 7288-28-0
2,4-bis(trimethylsiloxy)-5-methylpyrimidine

: 849112-88-5
1-[(2R,3R,4R,5R,6S)-4,6-Bis-(tert-butyl-dimethyl-silanyloxy)-3-phenylselanyl-1-thia-spiro[4.4]non-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

Guidance literature:: In acetonitrile; at 0 ℃;
DOI:10.1071/CH03267

Reference yield: 53.0%

: 849112-85-2
(4S,5R,6S)-4,6-Bis-(tert-butyl-dimethyl-silanyloxy)-1-thia-spiro[4.4]non-2-ene

: 5707-04-0
Phenylselenyl chloride

: 7288-28-0
2,4-bis(trimethylsiloxy)-5-methylpyrimidine

: 1-[(2S,3S,4R,5R,6S)-4,6-Bis-(tert-butyl-dimethyl-silanyloxy)-3-phenylselanyl-1-thia-spiro[4.4]non-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

: 849112-88-5
1-[(2R,3R,4R,5R,6S)-4,6-Bis-(tert-butyl-dimethyl-silanyloxy)-3-phenylselanyl-1-thia-spiro[4.4]non-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

Guidance literature:: In acetonitrile; at 0 ℃; for 1h;
DOI:10.1021/jo048071u

Reference yield:

: 630059-93-7
(3R,5S,6S)-3-Phenyl-1,4-dioxa-7-thia-dispiro[4.0.4.3]tridec-9-en-2-one

: 849112-88-5
1-[(2R,3R,4R,5R,6S)-4,6-Bis-(tert-butyl-dimethyl-silanyloxy)-3-phenylselanyl-1-thia-spiro[4.4]non-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

Guidance literature:: Multi-step reaction with 7 steps

1: 100 percent / K₂OsO₂(OH)4; 1,4-diazabicyclo[2.2.2]octane; K₃[Fe(CN)6] / sodium hydrogen carbonate; potassium carbonate

2: 96 percent / p-toluenesulfonic acid

3: 100 percent / lithium hydroxide / tetrahydrofuran; H₂O

4: 61 percent / Al(OPri)3 / propan-2-ol / Heating

5: 89 percent / n-butyllithium / hexamethylphosphoric acid triamide; tetrahydrofuran / -78 °C

6: 88 percent / triethylamine; silver(I) nitrate / 1,2-dimethoxy-ethane

7: 66 percent / acetonitrile / 0 °C

With 1,4-diaza-bicyclo[2.2.2]octane; lithium hydroxide; n-butyllithium; potassium dioxotetrahydroxoosmate(VI); aluminum isopropoxide; toluene-4-sulfonic acid; silver nitrate; triethylamine; potassium hexacyanoferrate(III); sodium hydrogencarbonate; potassium carbonate; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; 1,2-dimethoxyethane; water; isopropyl alcohol; acetonitrile; 4: Meerwein-Ponndorf-Verley reduction;
DOI:10.1071/CH03267