5'-S-acetyl-3',5'-dideoxy-3'-C-(2-hydroxyethyl)-2-O-para-methoxyphenyl-5'-thiothymidine

Base Information

Chemical Name:5'-S-acetyl-3',5'-dideoxy-3'-C-(2-hydroxyethyl)-2-O-para-methoxyphenyl-5'-thiothymidine
CAS No.:144944-92-3
Molecular Formula:C₂₁H₂₆N₂O₆S
Molecular Weight:434.513
Hs Code.:

Synonyms:5'-S-acetyl-3',5'-dideoxy-3'-C-(2-hydroxyethyl)-2-O-para-methoxyphenyl-5'-thiothymidine

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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 5'-S-acetyl-3',5'-dideoxy-3'-C-(2-hydroxyethyl)-2-O-para-methoxyphenyl-5'-thiothymidine

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Technology Process of 5'-S-acetyl-3',5'-dideoxy-3'-C-(2-hydroxyethyl)-2-O-para-methoxyphenyl-5'-thiothymidine

There total 13 articles about 5'-S-acetyl-3',5'-dideoxy-3'-C-(2-hydroxyethyl)-2-O-para-methoxyphenyl-5'-thiothymidine 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: 87.0%

: 144944-93-4
3'-deoxy-3'-C-(2-hydroxyethyl)-2-O-(para-methoxyphenyl)thymidine

: 507-09-5
tiolacetic acid

: 144944-92-3
5'-S-acetyl-3',5'-dideoxy-3'-C-(2-hydroxyethyl)-2-O-para-methoxyphenyl-5'-thiothymidine

Guidance literature:: With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; 1.) 0 deg C, 0.5 h, 2.) r.t., 40 min;

Reference yield:

: 58399-76-1
3-Deoxy-3-C-(2'-hydroxyethyl)-1,2-O-isopropylidene-5-O-(triphenylmethyl)-α-D-ribofuranose

: 144944-92-3
5'-S-acetyl-3',5'-dideoxy-3'-C-(2-hydroxyethyl)-2-O-para-methoxyphenyl-5'-thiothymidine

Guidance literature:: Multi-step reaction with 9 steps

1: 91 percent / triphenylphosphine, diethyl azodicarboxylate / tetrahydrofuran / 0.33 h / Heating

2: 69 percent / 2.) camphorsulfonic acid / acetic acid / 70 °C / 1.) 15 min, 2.) 12 min

3: 91 percent / trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / 6 h / Heating

4: 100 percent / methanolic ammonia / 10 h / Ambient temperature

5: 86 percent / imidazole / dimethylformamide / 18 h / Ambient temperature

6: 87 percent / pyridine / CH₂Cl₂ / 1.) 0 deg C, 1 h, 2.) refrigerator, 20 h

7: 93 percent / tri-n-butyltin hydride, AIBN / toluene / 4 h / 75 °C

8: tetra-n-butylammonium fluoride / tetrahydrofuran / 1.5 h / Ambient temperature

9: 87 percent / diisopropyl azodicarboxylate, PPh₃ / tetrahydrofuran / 1.) 0 deg C, 0.5 h, 2.) r.t., 40 min

With pyridine; 1H-imidazole; 2,2'-azobis(isobutyronitrile); di-isopropyl azodicarboxylate; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; ammonia; tri-n-butyl-tin hydride; triphenylphosphine; diethylazodicarboxylate; trimethylsilyl trifluoromethanesulfonate; In tetrahydrofuran; dichloromethane; acetic acid; N,N-dimethyl-formamide; toluene;

Reference yield:

: 150-76-5
4-methoxy-phenol

: 144944-92-3
5'-S-acetyl-3',5'-dideoxy-3'-C-(2-hydroxyethyl)-2-O-para-methoxyphenyl-5'-thiothymidine

Guidance literature:: Multi-step reaction with 9 steps

1: 91 percent / triphenylphosphine, diethyl azodicarboxylate / tetrahydrofuran / 0.33 h / Heating

2: 69 percent / 2.) camphorsulfonic acid / acetic acid / 70 °C / 1.) 15 min, 2.) 12 min

3: 91 percent / trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / 6 h / Heating

4: 100 percent / methanolic ammonia / 10 h / Ambient temperature

5: 86 percent / imidazole / dimethylformamide / 18 h / Ambient temperature

6: 87 percent / pyridine / CH₂Cl₂ / 1.) 0 deg C, 1 h, 2.) refrigerator, 20 h

7: 93 percent / tri-n-butyltin hydride, AIBN / toluene / 4 h / 75 °C

8: tetra-n-butylammonium fluoride / tetrahydrofuran / 1.5 h / Ambient temperature

9: 87 percent / diisopropyl azodicarboxylate, PPh₃ / tetrahydrofuran / 1.) 0 deg C, 0.5 h, 2.) r.t., 40 min

With pyridine; 1H-imidazole; 2,2'-azobis(isobutyronitrile); di-isopropyl azodicarboxylate; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; ammonia; tri-n-butyl-tin hydride; triphenylphosphine; diethylazodicarboxylate; trimethylsilyl trifluoromethanesulfonate; In tetrahydrofuran; dichloromethane; acetic acid; N,N-dimethyl-formamide; toluene;