1-[(6R,8R,9R)-4-amino-6-({[tert-butyl(dimethyl)silyl]oxy}methyl)-9-hydroxy-2,2-dioxido-1,7-dioxa-2-thiaspiro[4.4]non-3-en-8-yl]-5-methylpyrimidine-2,4(1H,3H)-dione

Base Information

Chemical Name:1-[(6R,8R,9R)-4-amino-6-({[tert-butyl(dimethyl)silyl]oxy}methyl)-9-hydroxy-2,2-dioxido-1,7-dioxa-2-thiaspiro[4.4]non-3-en-8-yl]-5-methylpyrimidine-2,4(1H,3H)-dione
CAS No.:141684-48-2
Molecular Formula:C₁₈H₂₉N₃O₈SSi
Molecular Weight:475.595
Hs Code.:
Mol file:141684-48-2.mol

1-[(6R,8R,9R)-4-amino-6-({[tert-butyl(dimethyl)silyl]oxy}methyl)-9-hydroxy-2,2-dioxido-1,7-dioxa-2-thiaspiro[4.4]non-3-en-8-yl]-5-methylpyrimidine-2,4(1H,3H)-dione

Synonyms:2,4(1H,3H)-Pyrimidinedione,1-[4-amino-6-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-9-hydroxy-1,7-dioxa-2-thiaspiro[4.4]non-3-en-8-yl]-5-methyl-,S,S-dioxide, [5S-(5a,6b,8b,9a)]-; 2,4(1H,3H)-Pyrimidinedione, 1-[4-amino-6-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-9-hydroxy-2,2-dioxido-1,7-dioxa-2-thiaspiro[4.4]non-3-en-8-yl]-5-methyl-,[5S-(5a,6b,8b,9a)]- (9CI);1,7-Dioxa-2-thiaspiro[4.4]nonane, 2,4(1H,3H)-pyrimidinedione deriv.

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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 1-[(6R,8R,9R)-4-amino-6-({[tert-butyl(dimethyl)silyl]oxy}methyl)-9-hydroxy-2,2-dioxido-1,7-dioxa-2-thiaspiro[4.4]non-3-en-8-yl]-5-methylpyrimidine-2,4(1H,3H)-dione

Chemical Property:

Density:1.4g/cm³

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of 1-[(6R,8R,9R)-4-amino-6-({[tert-butyl(dimethyl)silyl]oxy}methyl)-9-hydroxy-2,2-dioxido-1,7-dioxa-2-thiaspiro[4.4]non-3-en-8-yl]-5-methylpyrimidine-2,4(1H,3H)-dione

There total 5 articles about 1-[(6R,8R,9R)-4-amino-6-({[tert-butyl(dimethyl)silyl]oxy}methyl)-9-hydroxy-2,2-dioxido-1,7-dioxa-2-thiaspiro[4.4]non-3-en-8-yl]-5-methylpyrimidine-2,4(1H,3H)-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: 83.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 141781-18-2
<1-(β-D-ribofuranosyl)thymine>-3'-spiro-5''-<4''-amino-1'',2''-oxathiole 2'',2''-dioxide>

: 141684-48-2
<1-<5'-O-(tert-butyldimethylsilyl)-β-D-ribofuranosyl>thymine>-3'-spiro-5''-<4''-amino-1'',2''-oxathiole 2'',2''-dioxide>

Guidance literature:: With pyridine; for 24h; Ambient temperature;
DOI:10.1021/jm00093a002

Reference yield:

: 141781-17-1
2',5'-bis-O-(tert-butyldimethylsilyl)-3'-spiro-5''-(4''-amino-1'',2''-oxathiole-2'',2''-dioxide)pyrimidine

: 141684-48-2
<1-<5'-O-(tert-butyldimethylsilyl)-β-D-ribofuranosyl>thymine>-3'-spiro-5''-<4''-amino-1'',2''-oxathiole 2'',2''-dioxide>

Guidance literature:: DOI:10.1080/15257779508012432

Reference yield:

: 117174-33-1
1-<2,5-bis-O-(tert-butyldimethylsilyl)-β-D-erythro-pentofuran-3-ulosyl>thymine

: 141684-48-2
<1-<5'-O-(tert-butyldimethylsilyl)-β-D-ribofuranosyl>thymine>-3'-spiro-5''-<4''-amino-1'',2''-oxathiole 2'',2''-dioxide>

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) aq. NaHCO₃, 2.) pyridine / 1.) Et₂O, RT, 16 h, 2.) from 8 deg C to 10 deg C, 48 h

2: 85 percent / Cs₂CO₃ / acetonitrile / 24 h / Ambient temperature

3: 60 percent / tetrabutylammonium fluoride trihydrate (Bu₄NF) / tetrahydrofuran / 24 h / Ambient temperature

4: 83 percent / pyridine / 24 h / Ambient temperature

With pyridine; tetrabutyl ammonium fluoride; sodium hydrogencarbonate; caesium carbonate; In tetrahydrofuran; acetonitrile;
DOI:10.1021/jm00093a002