1-O-acetyl-5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-4-thioribofuranose

Base Information

Chemical Name:1-O-acetyl-5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-4-thioribofuranose
CAS No.:137719-23-4
Molecular Formula:C₂₃H₃₀O₃SSi
Molecular Weight:414.641
Hs Code.:

Synonyms:1-O-acetyl-5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-4-thioribofuranose

Suppliers and Price of 1-O-acetyl-5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-4-thioribofuranose

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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-O-acetyl-5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-4-thioribofuranose

Chemical Property:

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Technology Process of 1-O-acetyl-5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-4-thioribofuranose

There total 8 articles about 1-O-acetyl-5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-4-thioribofuranose 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:

: 5-0-(tert-butyldiphenylsilyl)-2,3-dideoxy-4-thioribofuranose

: 507-09-5
tiolacetic acid

: 137719-23-4
1-O-acetyl-5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-4-thioribofuranose

Guidance literature:: With o-toluenesulfonic acid; In dichloromethane;

Reference yield:

: 102717-29-3
(5S)-5-({[tert-butyl(diphenyl)silyl]oxy}methyl)dihydrofuran-2(3H)-one

: 137719-23-4
1-O-acetyl-5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-4-thioribofuranose

Guidance literature:: Multi-step reaction with 6 steps

1: aq. NaOH / ethanol / 1 h

2: dimethylsulfoxide; toluene / 2 h / 25 °C

3: 85 percent / PPh₃, imidazole, iodine / toluene / 1 h / Heating

4: 1.) tetrabutylammonium hydroxide / 1.) MeOH, toluene, 2.) toluene, 18 h

5: DIBAL-H / hexane / 0.5 h / -78 °C

6: pyridine, DMAP

With pyridine; 1H-imidazole; dmap; sodium hydroxide; tetra(n-butyl)ammonium hydroxide; iodine; diisobutylaluminium hydride; triphenylphosphine; In ethanol; hexane; dimethyl sulfoxide; toluene;
DOI:10.1021/jm00081a015

Reference yield:

: (S)-5-(tert-Butyl-diphenyl-silanyloxy)-4-hydroxy-pentanoic acid

: 137719-23-4
1-O-acetyl-5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-4-thioribofuranose

Guidance literature:: Multi-step reaction with 5 steps

1: dimethylsulfoxide; toluene / 2 h / 25 °C

2: 85 percent / PPh₃, imidazole, iodine / toluene / 1 h / Heating

3: 1.) tetrabutylammonium hydroxide / 1.) MeOH, toluene, 2.) toluene, 18 h

4: DIBAL-H / hexane / 0.5 h / -78 °C

5: pyridine, DMAP

With pyridine; 1H-imidazole; dmap; tetra(n-butyl)ammonium hydroxide; iodine; diisobutylaluminium hydride; triphenylphosphine; In hexane; dimethyl sulfoxide; toluene;
DOI:10.1021/jm00081a015