3-deoxy-3-C-(2'-hydroxyethyl)-1,2-O-isopropylidene-2'-O-para-methoxyphenyl-5-O-trityl-α-D-ribofuranose

Base Information

Chemical Name:3-deoxy-3-C-(2'-hydroxyethyl)-1,2-O-isopropylidene-2'-O-para-methoxyphenyl-5-O-trityl-α-D-ribofuranose
CAS No.:144944-83-2
Molecular Formula:C₃₆H₃₈O₆
Molecular Weight:566.694
Hs Code.:

Synonyms:3-deoxy-3-C-(2'-hydroxyethyl)-1,2-O-isopropylidene-2'-O-para-methoxyphenyl-5-O-trityl-α-D-ribofuranose

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Chemical Property of 3-deoxy-3-C-(2'-hydroxyethyl)-1,2-O-isopropylidene-2'-O-para-methoxyphenyl-5-O-trityl-α-D-ribofuranose

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Technology Process of 3-deoxy-3-C-(2'-hydroxyethyl)-1,2-O-isopropylidene-2'-O-para-methoxyphenyl-5-O-trityl-α-D-ribofuranose

There total 1 articles about 3-deoxy-3-C-(2'-hydroxyethyl)-1,2-O-isopropylidene-2'-O-para-methoxyphenyl-5-O-trityl-α-D-ribofuranose 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: 91.0%

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

: 150-76-5
4-methoxy-phenol

: 144944-83-2
3-deoxy-3-C-(2'-hydroxyethyl)-1,2-O-isopropylidene-2'-O-para-methoxyphenyl-5-O-trityl-α-D-ribofuranose

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; for 0.333333h; Heating;

Reference yield: 69.0%

: 108-24-7
acetic anhydride

: 144944-83-2
3-deoxy-3-C-(2'-hydroxyethyl)-1,2-O-isopropylidene-2'-O-para-methoxyphenyl-5-O-trityl-α-D-ribofuranose

: 144944-84-3
1,2,5-tri-O-acetyl-3-deoxy-3-C-(2'-hydroxyethyl)-2'-O-para-methoxyphenyl-β-D-ribofuranose

Guidance literature:: With camphor-10-sulfonic acid; In acetic acid; at 70 ℃; 1.) 15 min, 2.) 12 min;

Reference yield:

: 144944-83-2
3-deoxy-3-C-(2'-hydroxyethyl)-1,2-O-isopropylidene-2'-O-para-methoxyphenyl-5-O-trityl-α-D-ribofuranose

: 144944-90-1
3',5'-dideoxy-3'-C-(2-hydroxyethyl)-2-O-para-methoxyphenyl-5'-thiothymidine

Guidance literature:: Multi-step reaction with 9 steps

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

2: 91 percent / trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / 6 h / Heating

3: 100 percent / methanolic ammonia / 10 h / Ambient temperature

4: 86 percent / imidazole / dimethylformamide / 18 h / Ambient temperature

5: 87 percent / pyridine / CH₂Cl₂ / 1.) 0 deg C, 1 h, 2.) refrigerator, 20 h

6: 93 percent / tri-n-butyltin hydride, AIBN / toluene / 4 h / 75 °C

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

8: 87 percent / diisopropyl azodicarboxylate, PPh₃ / tetrahydrofuran / 1.) 0 deg C, 0.5 h, 2.) r.t., 40 min

9: 98 percent / methanolic ammonia / 20 h

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; trimethylsilyl trifluoromethanesulfonate; In tetrahydrofuran; dichloromethane; acetic acid; N,N-dimethyl-formamide; toluene;