9-(((3aS,4S,6R,6aR)-6-(((tert-butyldiphenylsilyl)oxy)methyl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methyl)-9H-purin-6-amine

Base Information

Chemical Name:9-(((3aS,4S,6R,6aR)-6-(((tert-butyldiphenylsilyl)oxy)methyl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methyl)-9H-purin-6-amine
CAS No.:1345992-93-9
Molecular Formula:C₃₀H₃₇N₅O₄Si
Molecular Weight:559.74
Hs Code.:

Synonyms:9-(((3aS,4S,6R,6aR)-6-(((tert-butyldiphenylsilyl)oxy)methyl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methyl)-9H-purin-6-amine

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Chemical Property of 9-(((3aS,4S,6R,6aR)-6-(((tert-butyldiphenylsilyl)oxy)methyl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methyl)-9H-purin-6-amine

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Technology Process of 9-(((3aS,4S,6R,6aR)-6-(((tert-butyldiphenylsilyl)oxy)methyl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methyl)-9H-purin-6-amine

There total 11 articles about 9-(((3aS,4S,6R,6aR)-6-(((tert-butyldiphenylsilyl)oxy)methyl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methyl)-9H-purin-6-amine 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: 56.0%

: 1345992-92-8
XZ-150-118-A

: 73-24-5
adenine

: 1345992-93-9
9-(((3aS,4S,6R,6aR)-6-(((tert-butyldiphenylsilyl)oxy)methyl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methyl)-9H-purin-6-amine

Guidance literature:: adenine; With lithium hydride; In dimethyl sulfoxide; at 90 ℃; for 0.5h; Inert atmosphere;

XZ-150-118-A; In dimethyl sulfoxide; at 90 ℃; for 4h; Inert atmosphere;
DOI:10.1016/j.tetlet.2011.09.074

Reference yield: 55.0%

: 1345992-92-8
XZ-150-118-A

: 66224-66-6,66224-67-7,66224-68-8,66224-69-9,134434-48-3,134434-49-4,134454-76-5,134461-75-9
adenine

: 1345992-93-9
9-(((3aS,4S,6R,6aR)-6-(((tert-butyldiphenylsilyl)oxy)methyl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methyl)-9H-purin-6-amine

Guidance literature:: adenine; With lithium hydride; In dimethyl sulfoxide; at 90 ℃; for 0.5h; Inert atmosphere;

XZ-150-118-A; In dimethyl sulfoxide; at 90 ℃; for 7h; Inert atmosphere;
DOI:10.1080/15257770.2013.820833

Reference yield:

: 1-deoxy-1-methoxycarbonyl-5-O-tert-butyldiphenylsilyl-2,3-O-isopropyridene-β-D-ribofuranose

: 1345992-93-9
9-(((3aS,4S,6R,6aR)-6-(((tert-butyldiphenylsilyl)oxy)methyl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methyl)-9H-purin-6-amine

Guidance literature:: Multi-step reaction with 8 steps

1.1: diisobutylaluminium hydride / dichloromethane / 24 h / -78 - 20 °C

2.1: triethylamine / dichloromethane / 1.5 h / 0 - 20 °C

3.1: potassium tert-butylate / tetrahydrofuran / 2 h / 20 °C

4.1: osmium(VIII) oxide; water; 4-methylmorpholine N-oxide / acetone / 4 h / 20 °C

5.1: sodium periodate; periodic acid / ethyl acetate / 3 h / 20 °C

6.1: sodium tetrahydroborate / ethyl acetate / 20 °C / Cooling with ice

7.1: dmap; triethylamine / dichloromethane / 4 h / Reflux

8.1: lithium hydride / dimethyl sulfoxide / 0.5 h / 90 °C / Inert atmosphere

8.2: 4 h / 90 °C / Inert atmosphere

With dmap; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; potassium tert-butylate; water; lithium hydride; diisobutylaluminium hydride; 4-methylmorpholine N-oxide; periodic acid; triethylamine; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; ethyl acetate; acetone;
DOI:10.1016/j.tetlet.2011.09.074