1-(2',5'-bis-O-(tert-butyldimethylsilylribofuranosyl)-3-N-methylthymine)-3'-spiro-5''-(4''-amino-1'',2''-oxathiole-2'',2''-dioxide)

Base Information

Chemical Name:1-(2',5'-bis-O-(tert-butyldimethylsilylribofuranosyl)-3-N-methylthymine)-3'-spiro-5''-(4''-amino-1'',2''-oxathiole-2'',2''-dioxide)
CAS No.:142102-79-2
Molecular Formula:C25H45 N3 O8 S Si2
Molecular Weight:603.885
Hs Code.:
Mol file:142102-79-2.mol

Synonyms:2,4(1H,3H)-Pyrimidinedione,1-[4-amino-9-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-6-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-1,7-dioxa-2-thiaspiro[4.4]non-3-en-8-yl]-3,5-dimethyl-,S,S-dioxide, [5R-(5a,6b,8b,9a)]-; 1,7-Dioxa-2-thiaspiro[4.4]nonane, 2,4(1H,3H)-pyrimidinedione deriv.;2,4(1H,3H)-Pyrimidinedione,1-[4-amino-9-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-6-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-2,2-dioxido-1,7-dioxa-2-thiaspiro[4.4]non-3-en-8-yl]-3,5-dimethyl-,[5R-(5a,6b,8b,9a)]-; TSAO-m3T

Suppliers and Price of 1-(2',5'-bis-O-(tert-butyldimethylsilylribofuranosyl)-3-N-methylthymine)-3'-spiro-5''-(4''-amino-1'',2''-oxathiole-2'',2''-dioxide)

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

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Total 2 raw suppliers

Chemical Property of 1-(2',5'-bis-O-(tert-butyldimethylsilylribofuranosyl)-3-N-methylthymine)-3'-spiro-5''-(4''-amino-1'',2''-oxathiole-2'',2''-dioxide)

Chemical Property:

Boiling Point:611.7°Cat760mmHg
Flash Point:323.7°C
PSA：149.46000
Density:1.22g/cm³
LogP:4.84500

Purity/Quality:: 99% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of 1-(2',5'-bis-O-(tert-butyldimethylsilylribofuranosyl)-3-N-methylthymine)-3'-spiro-5''-(4''-amino-1'',2''-oxathiole-2'',2''-dioxide)

There total 10 articles about 1-(2',5'-bis-O-(tert-butyldimethylsilylribofuranosyl)-3-N-methylthymine)-3'-spiro-5''-(4''-amino-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: 55.0%

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

: 74-88-4
methyl iodide

: 142102-79-2
TSAO-m3T

Guidance literature:: With potassium carbonate; In acetone; for 4h; Heating;
DOI:10.1021/jm00094a009

Reference yield:

: 6698-46-0
5-O-benzoyl-1,2-O-isopropylidene-α-D-ribofuranos-3-ulose

: 142102-79-2
TSAO-m3T

Guidance literature:: Multi-step reaction with 9 steps

1: NaHCO₃ / H₂O; diethyl ether / 4 h / Ambient temperature

2: pyridine / 16 h / 8 - 10 °C

3: aq. TFA / 4 h / Ambient temperature

4: pyridine / Ambient temperature

5: 1.) hexamethyldisilazane, ammonium sulfate, 2.) trimethylsilyl triflate / 1.) reflux, 2.) MeCN, reflux, 5 h

6: 65 percent / Cs₂CO₃ / acetonitrile / 3 h / Ambient temperature

7: 66 percent / NH₃ / methanol / Ambient temperature

8: 74 percent / 4-(dimethylamino)pyridine / acetonitrile / 24 h / Ambient temperature

9: 55 percent / K₂CO₃ / acetone / 4 h / Heating

With pyridine; dmap; ammonium sulfate; trimethylsilyl trifluoromethanesulfonate; ammonia; sodium hydrogencarbonate; potassium carbonate; caesium carbonate; 1,1,1,3,3,3-hexamethyl-disilazane; trifluoroacetic acid; In methanol; diethyl ether; water; acetone; acetonitrile;
DOI:10.1021/jm00094a009

Reference yield:

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

: 142102-79-2
TSAO-m3T

Guidance literature:: Multi-step reaction with 2 steps

1: 74 percent / 4-(dimethylamino)pyridine / acetonitrile / 24 h / Ambient temperature

2: 55 percent / K₂CO₃ / acetone / 4 h / Heating

With dmap; potassium carbonate; In acetone; acetonitrile;
DOI:10.1021/jm00094a009