[1-[2',5'-bis-O-(tert-butyldimethylsilyl)-β-D-ribofuranosyl]-3-N-(methyl)thymine]-3'-spiro-5''-(4''-benzyloxycarbonylethylamino-1'',2''-oxathiole-2'',2''-dioxide)

Base Information

Chemical Name:[1-[2',5'-bis-O-(tert-butyldimethylsilyl)-β-D-ribofuranosyl]-3-N-(methyl)thymine]-3'-spiro-5''-(4''-benzyloxycarbonylethylamino-1'',2''-oxathiole-2'',2''-dioxide)
CAS No.:848417-26-5
Molecular Formula:C₃₅H₅₅N₃O₁₀SSi₂
Molecular Weight:766.073
Hs Code.:

[1-[2',5'-bis-O-(tert-butyldimethylsilyl)-β-D-ribofuranosyl]-3-N-(methyl)thymine]-3'-spiro-5''-(4''-benzyloxycarbonylethylamino-1'',2''-oxathiole-2'',2''-dioxide)

Synonyms:[1-[2',5'-bis-O-(tert-butyldimethylsilyl)-β-D-ribofuranosyl]-3-N-(methyl)thymine]-3'-spiro-5''-(4''-benzyloxycarbonylethylamino-1'',2''-oxathiole-2'',2''-dioxide)

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Chemical Property of [1-[2',5'-bis-O-(tert-butyldimethylsilyl)-β-D-ribofuranosyl]-3-N-(methyl)thymine]-3'-spiro-5''-(4''-benzyloxycarbonylethylamino-1'',2''-oxathiole-2'',2''-dioxide)

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Technology Process of [1-[2',5'-bis-O-(tert-butyldimethylsilyl)-β-D-ribofuranosyl]-3-N-(methyl)thymine]-3'-spiro-5''-(4''-benzyloxycarbonylethylamino-1'',2''-oxathiole-2'',2''-dioxide)

There total 4 articles about [1-[2',5'-bis-O-(tert-butyldimethylsilyl)-β-D-ribofuranosyl]-3-N-(methyl)thymine]-3'-spiro-5''-(4''-benzyloxycarbonylethylamino-1'',2''-oxathiole-2'',2''-dioxide) 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: 65.0%

: 848417-23-2
[1-[2',5'-bis-O-(tert-butyldimethylsilyl)-β-D-ribofuranosyl]-3-N-(methyl)thymine]-3'-spiro-5''-(4''-methoxycarbonylethylamino-1'',2''-oxathiole-2'',2''-dioxide)

: 100-51-6,185532-71-2
benzyl alcohol

: 848417-26-5
[1-[2',5'-bis-O-(tert-butyldimethylsilyl)-β-D-ribofuranosyl]-3-N-(methyl)thymine]-3'-spiro-5''-(4''-benzyloxycarbonylethylamino-1'',2''-oxathiole-2'',2''-dioxide)

Guidance literature:: With 1-chloro-3-hydroxy-1,1,3,3-tetrabutyldistannoxane; In toluene; for 24h; Heating;
DOI:10.1021/jm040868q

Reference yield:

: 1053640-86-0
3-[(5S,6R,8R,9R)-9-Hydroxy-6-hydroxymethyl-8-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2,2-dioxo-1,7-dioxa-2λ⁶-thia-spiro[4.4]non-3-en-4-ylamino]-propionic acid methyl ester

: 848417-26-5
[1-[2',5'-bis-O-(tert-butyldimethylsilyl)-β-D-ribofuranosyl]-3-N-(methyl)thymine]-3'-spiro-5''-(4''-benzyloxycarbonylethylamino-1'',2''-oxathiole-2'',2''-dioxide)

Guidance literature:: Multi-step reaction with 3 steps

1: DMAP / acetonitrile / 5 h / 80 °C

2: 0.212 g / K₂CO₃ / acetone / 50 °C

3: 65 percent / 1-hydroxy-3-chlorotetrabutyldistannoxane / toluene / 24 h / Heating

With dmap; potassium carbonate; 1-chloro-3-hydroxy-1,1,3,3-tetrabutyldistannoxane; In acetone; toluene; acetonitrile;
DOI:10.1021/jm040868q

Reference yield:

: 1054662-17-7
3-[9-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-8-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2,2-dioxo-1,7-dioxa-2λ⁶-thia-spiro[4.4]non-3-en-4-ylamino]-propionic acid methyl ester

: 848417-26-5
[1-[2',5'-bis-O-(tert-butyldimethylsilyl)-β-D-ribofuranosyl]-3-N-(methyl)thymine]-3'-spiro-5''-(4''-benzyloxycarbonylethylamino-1'',2''-oxathiole-2'',2''-dioxide)

Guidance literature:: Multi-step reaction with 2 steps

1: 0.212 g / K₂CO₃ / acetone / 50 °C

2: 65 percent / 1-hydroxy-3-chlorotetrabutyldistannoxane / toluene / 24 h / Heating

With potassium carbonate; 1-chloro-3-hydroxy-1,1,3,3-tetrabutyldistannoxane; In acetone; toluene;
DOI:10.1021/jm040868q