5-[(3aR,4R,6R,6aR)-6-(6-Amino-purin-9-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl]-7-(tert-butyl-diphenyl-silanyloxy)-1-phenyl-hept-3-yn-1-ol

Base Information

Chemical Name:5-[(3aR,4R,6R,6aR)-6-(6-Amino-purin-9-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl]-7-(tert-butyl-diphenyl-silanyloxy)-1-phenyl-hept-3-yn-1-ol
CAS No.:184167-12-2
Molecular Formula:C₄₂H₄₉N₅O₅Si
Molecular Weight:731.967
Hs Code.:

5-[(3aR,4R,6R,6aR)-6-(6-Amino-purin-9-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl]-7-(tert-butyl-diphenyl-silanyloxy)-1-phenyl-hept-3-yn-1-ol

Synonyms:5-[(3aR,4R,6R,6aR)-6-(6-Amino-purin-9-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl]-7-(tert-butyl-diphenyl-silanyloxy)-1-phenyl-hept-3-yn-1-ol

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Chemical Property of 5-[(3aR,4R,6R,6aR)-6-(6-Amino-purin-9-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl]-7-(tert-butyl-diphenyl-silanyloxy)-1-phenyl-hept-3-yn-1-ol

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Technology Process of 5-[(3aR,4R,6R,6aR)-6-(6-Amino-purin-9-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl]-7-(tert-butyl-diphenyl-silanyloxy)-1-phenyl-hept-3-yn-1-ol

There total 5 articles about 5-[(3aR,4R,6R,6aR)-6-(6-Amino-purin-9-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl]-7-(tert-butyl-diphenyl-silanyloxy)-1-phenyl-hept-3-yn-1-ol 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: 82.0%

: 184167-11-1
5-[(3aR,4R,6R,6aR)-6-(6-Amino-purin-9-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl]-7-(tert-butyl-diphenyl-silanyloxy)-1-phenyl-1-trimethylsilanyl-hept-3-yn-1-ol

: 9-((3aR,4R,6R,6aR)-6-{(Z)-2-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-6-phenyl-hex-5-en-3-ynyl}-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-9H-purin-6-ylamine

: 184167-12-2
5-[(3aR,4R,6R,6aR)-6-(6-Amino-purin-9-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl]-7-(tert-butyl-diphenyl-silanyloxy)-1-phenyl-hept-3-yn-1-ol

Guidance literature:: With potassium tert-butylate; In tetrahydrofuran; at 0 ℃; for 1.75h;
DOI:10.1016/0968-0896(96)00139-3

Reference yield:

: 5908-41-8
benzoyltrimethylsilane

: 184167-12-2
5-[(3aR,4R,6R,6aR)-6-(6-Amino-purin-9-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl]-7-(tert-butyl-diphenyl-silanyloxy)-1-phenyl-hept-3-yn-1-ol

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) M LDA, 2.) CuCN, LiCl, 3.) ZnI₂, Simmons-Smith reagent

2: 81 percent / conc. aq. NH₃ / methanol / 18 h

3: 82 percent / KOBut / tetrahydrofuran / 1.75 h / 0 °C

With ammonium hydroxide; potassium tert-butylate; (iodomethyl)zinc iodide; lithium chloride; zinc(II) iodide; lithium diisopropyl amide; In tetrahydrofuran; methanol;
DOI:10.1016/0968-0896(96)00139-3

Reference yield:

: 9-((3aR,4R,6R,6aR)-6-{2-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-but-3-ynyl}-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-9H-purin-6-ylamine

: 184167-12-2
5-[(3aR,4R,6R,6aR)-6-(6-Amino-purin-9-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl]-7-(tert-butyl-diphenyl-silanyloxy)-1-phenyl-hept-3-yn-1-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 84 percent / pyridine / 7 h / Ambient temperature

2: 1.) M LDA, 2.) CuCN, LiCl, 3.) ZnI₂, Simmons-Smith reagent

3: 81 percent / conc. aq. NH₃ / methanol / 18 h

4: 82 percent / KOBut / tetrahydrofuran / 1.75 h / 0 °C

With pyridine; ammonium hydroxide; potassium tert-butylate; (iodomethyl)zinc iodide; lithium chloride; zinc(II) iodide; lithium diisopropyl amide; In tetrahydrofuran; methanol;
DOI:10.1016/0968-0896(96)00139-3