9-[(4aR,7R,8R,8aR)-8-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-9H-purin-6-ylamine

Base Information

• Chemical Name: 9-[(4aR,7R,8R,8aR)-8-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-9H-purin-6-ylamine
• CAS No.: 205382-52-1
• Molecular Formula: C₂₄H₃₃N₅O₄Si
• Molecular Weight: 483.643

Synonyms:9-[(4aR,7R,8R,8aR)-8-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-9H-purin-6-ylamine

Chemical Property of 9-[(4aR,7R,8R,8aR)-8-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-9H-purin-6-ylamine

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Technology Process of 9-[(4aR,7R,8R,8aR)-8-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-9H-purin-6-ylamine

There total 4 articles about 9-[(4aR,7R,8R,8aR)-8-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-9H-purin-6-ylamine 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: 48.0%

tetrabutylammonium salt of adenine + Methanesulfonic acid (4aR,7S,8S,8aR)-8-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester (215441-79-5) → 9-[(4aR,7R,8R,8aR)-8-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-9H-purin-6-ylamine (205382-52-1)

Guidance literature:

In dichloromethane; for 40h; Ambient temperature;

DOI:10.1021/jo9718511

Reference yield: 48.0%

tetrabutylammonium salt of adenine + Trifluoro-methanesulfonic acid (4aR,7S,8S,8aR)-8-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester (215441-80-8) → 9-[(4aR,7R,8R,8aR)-8-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-9H-purin-6-ylamine (205382-52-1)

Guidance literature:

In dichloromethane;

DOI:10.1080/07328319808004713

Reference yield: 30.0%

adenine (66224-66-6,66224-67-7,66224-68-8,66224-69-9,134434-48-3,134434-49-4,134454-76-5,134461-75-9) + Methanesulfonic acid (4aR,7S,8S,8aR)-8-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester (215441-79-5) → (4aR,7S,8S,8aS)-8-(6-Amino-purin-9-yl)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol (205382-53-2) + 9-[(4aR,7R,8R,8aR)-8-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-9H-purin-6-ylamine (205382-52-1)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 110 ℃; for 20h;

DOI:10.1021/jo9718511

upstream raw materials:

adenine

Methanesulfonic acid (4aR,7S,8S,8aR)-8-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester

sodium adeninate

Trifluoro-methanesulfonic acid (4aR,7S,8S,8aR)-8-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester

Downstream raw materials:

N-{9-[(3R,4R,5R,6R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl]-9H-purin-6-yl}-benzamide

N-(9-{(3R,4R,5R,6R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-hydroxy-6-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-pyran-3-yl}-9H-purin-6-yl)-benzamide

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