2-azido-9-((3aS,4R,6aR)-2,2-dimethyl-6-((trityloxy)methyl)-4,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)-N,N-diboc-9H-purin-6-amine

Base Information

Chemical Name:2-azido-9-((3aS,4R,6aR)-2,2-dimethyl-6-((trityloxy)methyl)-4,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)-N,N-diboc-9H-purin-6-amine
CAS No.:1449328-96-4
Molecular Formula:C₄₃H₄₆N₈O₇
Molecular Weight:786.888
Hs Code.:

Synonyms:2-azido-9-((3aS,4R,6aR)-2,2-dimethyl-6-((trityloxy)methyl)-4,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)-N,N-diboc-9H-purin-6-amine

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Chemical Property of 2-azido-9-((3aS,4R,6aR)-2,2-dimethyl-6-((trityloxy)methyl)-4,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)-N,N-diboc-9H-purin-6-amine

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Technology Process of 2-azido-9-((3aS,4R,6aR)-2,2-dimethyl-6-((trityloxy)methyl)-4,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)-N,N-diboc-9H-purin-6-amine

There total 4 articles about 2-azido-9-((3aS,4R,6aR)-2,2-dimethyl-6-((trityloxy)methyl)-4,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)-N,N-diboc-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: 89.0%

: 24424-99-5
di-tert-butyl dicarbonate

: 1449328-95-3
2-azido-9-((3aS,4R,6aR)-2,2-dimethyl-6-((trityloxy)methyl)-4,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)-9H-purin-6-amine

: 1449328-96-4
2-azido-9-((3aS,4R,6aR)-2,2-dimethyl-6-((trityloxy)methyl)-4,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)-N,N-diboc-9H-purin-6-amine

Guidance literature:: With dmap; In dichloromethane; at 20 ℃; for 4h;
DOI:10.1002/asia.201300303

Reference yield:

: 163226-45-7
(3aS,4S,6aR)-2,2-dimethyl-6-[(triphenylmethoxy)methyl]-2H,3aH,4H,6aH-cyclopenta[d][1,3]dioxol-4-ol

: 1449328-96-4
2-azido-9-((3aS,4R,6aR)-2,2-dimethyl-6-((trityloxy)methyl)-4,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)-N,N-diboc-9H-purin-6-amine

Guidance literature:: Multi-step reaction with 5 steps

1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 18 h / 50 °C / Inert atmosphere

2: copper(l) iodide; diiodomethane; n-Butyl nitrite / acetonitrile / 3 h / 0 - 50 °C / Inert atmosphere

3: ammonia / tetrahydrofuran / 6 h / 50 °C / Sealed tube

4: copper(l) iodide; N,N-dimethylethylenediamine; sodium azide / water; ethanol / 1.5 h / 90 °C / Microwave irradiation

5: dmap / dichloromethane / 4 h / 20 °C

With dmap; copper(l) iodide; sodium azide; diiodomethane; n-Butyl nitrite; di-isopropyl azodicarboxylate; ammonia; N,N-dimethylethylenediamine; triphenylphosphine; In tetrahydrofuran; ethanol; dichloromethane; water; acetonitrile; 1: |Mitsunobu Displacement;
DOI:10.1002/asia.201300303

Reference yield:

: 1449328-92-0
6-chloro-9-((3aS,4R,6aR)-2,2-dimethyl-6-((trityloxy)methyl)-4,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)-9H-purin-2-amine

: 1449328-96-4
2-azido-9-((3aS,4R,6aR)-2,2-dimethyl-6-((trityloxy)methyl)-4,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)-N,N-diboc-9H-purin-6-amine

Guidance literature:: Multi-step reaction with 4 steps

1: copper(l) iodide; diiodomethane; n-Butyl nitrite / acetonitrile / 3 h / 0 - 50 °C / Inert atmosphere

2: ammonia / tetrahydrofuran / 6 h / 50 °C / Sealed tube

3: copper(l) iodide; N,N-dimethylethylenediamine; sodium azide / water; ethanol / 1.5 h / 90 °C / Microwave irradiation

4: dmap / dichloromethane / 4 h / 20 °C

With dmap; copper(l) iodide; sodium azide; diiodomethane; n-Butyl nitrite; ammonia; N,N-dimethylethylenediamine; In tetrahydrofuran; ethanol; dichloromethane; water; acetonitrile;
DOI:10.1002/asia.201300303