Thymidine, 3'-[(acetylthio)methyl]-3'-deoxy-5'-O-[(1,1-dimethylethyl)diphenylsilyl]-

Base Information

Chemical Name:Thymidine, 3'-[(acetylthio)methyl]-3'-deoxy-5'-O-[(1,1-dimethylethyl)diphenylsilyl]-
CAS No.:452304-71-1
Molecular Formula:C₂₉H₃₆N₂O₅SSi
Molecular Weight:552.767
Hs Code.:
DSSTox Substance ID:DTXSID101128929

Synonyms:SCHEMBL7620773;DTXSID101128929;Thymidine, 3'-[(acetylthio)methyl]-3'-deoxy-5'-O-[(1,1-dimethylethyl)diphenylsilyl]-;452304-71-1

Suppliers and Price of Thymidine, 3'-[(acetylthio)methyl]-3'-deoxy-5'-O-[(1,1-dimethylethyl)diphenylsilyl]-

Supply Marketing:

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

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Chemical Property of Thymidine, 3'-[(acetylthio)methyl]-3'-deoxy-5'-O-[(1,1-dimethylethyl)diphenylsilyl]-

Chemical Property:

Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:10
Exact Mass:552.21141996
Heavy Atom Count:38
Complexity:889

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CC1=CN(C(=O)NC1=O)C2CC(C(O2)CO[Si](C3=CC=CC=C3)(C4=CC=CC=C4)C(C)(C)C)CSC(=O)C
Isomeric SMILES:CC1=CN(C(=O)NC1=O)[C@H]2C[C@@H]([C@H](O2)CO[Si](C3=CC=CC=C3)(C4=CC=CC=C4)C(C)(C)C)CSC(=O)C

Technology Process of Thymidine, 3'-[(acetylthio)methyl]-3'-deoxy-5'-O-[(1,1-dimethylethyl)diphenylsilyl]-

There total 2 articles about Thymidine, 3'-[(acetylthio)methyl]-3'-deoxy-5'-O-[(1,1-dimethylethyl)diphenylsilyl]- 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: 62.0%

: 507-09-5
thioacetic acid

: 146557-80-4
1-{(3'R,4'S)-5'-O-[(tert-butyl)diphenylsilyl]-2',3'-dideoxy-3'-C-(hydroxymethyl)-β-pentofuranosyl}thymine

: 452304-71-1
1-{(3'S,4'S)-3'-C-[(acetylthio)methyl]-5'-O-[(tert-butyl)diphenylsilyl]-2',3'-dideoxy-β-pentofuranosyl}thymine

Guidance literature:: With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 0 - 20 ℃; for 2h;
DOI:10.1002/1522-2675(200209)85:9<2777::AID-HLCA2777>3.0.CO;2-1

Reference yield:

: 146557-69-9
1-[5-(tert-butyldiphenylsilyl)-2,3-dideoxy-3-C-(formyl)-β-D-erythro-pentofuranosyl]thymine

: 452304-71-1
1-{(3'S,4'S)-3'-C-[(acetylthio)methyl]-5'-O-[(tert-butyl)diphenylsilyl]-2',3'-dideoxy-β-pentofuranosyl}thymine

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / NaBH₄ / ethanol / 2 h / 20 °C

2: 62 percent / PPh₃; DIAD / tetrahydrofuran / 2 h / 0 - 20 °C

With sodium tetrahydroborate; di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; ethanol; 2: Mitsunobu reaction;
DOI:10.1002/1522-2675(200209)85:9<2777::AID-HLCA2777>3.0.CO;2-1

Reference yield: 88.0%

: 452304-71-1
1-{(3'S,4'S)-3'-C-[(acetylthio)methyl]-5'-O-[(tert-butyl)diphenylsilyl]-2',3'-dideoxy-β-pentofuranosyl}thymine

: 452304-72-2
1-{(3'S,4'S)-5'-O-[(tert-butyl)diphenylsilyl]-2',3'-dideoxy-3'-C-(mercaptomethyl)-β-pentofuranosyl}thymine

Guidance literature:: With sodium hydroxide; In tetrahydrofuran; methanol; at 0 ℃; for 1h;
DOI:10.1002/1522-2675(200209)85:9<2777::AID-HLCA2777>3.0.CO;2-1