(1R,3R,4R,7S)-7-benzyloxy-1-methanesulfonyloxymethyl-3-(guanin-9-yl)-2,5-dioxabicyclo[2.2.1]heptane

Base Information

Chemical Name:(1R,3R,4R,7S)-7-benzyloxy-1-methanesulfonyloxymethyl-3-(guanin-9-yl)-2,5-dioxabicyclo[2.2.1]heptane
CAS No.:293751-15-2
Molecular Formula:C₁₉H₂₁N₅O₇S
Molecular Weight:463.471
Hs Code.:

Synonyms:(1R,3R,4R,7S)-7-benzyloxy-1-methanesulfonyloxymethyl-3-(guanin-9-yl)-2,5-dioxabicyclo[2.2.1]heptane

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (1R,3R,4R,7S)-7-benzyloxy-1-methanesulfonyloxymethyl-3-(guanin-9-yl)-2,5-dioxabicyclo[2.2.1]heptane

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Technology Process of (1R,3R,4R,7S)-7-benzyloxy-1-methanesulfonyloxymethyl-3-(guanin-9-yl)-2,5-dioxabicyclo[2.2.1]heptane

There total 10 articles about (1R,3R,4R,7S)-7-benzyloxy-1-methanesulfonyloxymethyl-3-(guanin-9-yl)-2,5-dioxabicyclo[2.2.1]heptane 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: 86.0%

: 405290-35-9
9-(2-O-acetyl-3-O-benzyl-4C-methanesulfonyloxymethyl-5-O-methanesulfonyl-β-D-erythro-pentofuranosyl)-2-amino-6-chloropurine

: 293751-15-2
(1R,3R,4R,7S)-7-benzyloxy-1-methanesulfonyloxymethyl-3-(guanin-9-yl)-2,5-dioxabicyclo[2.2.1]heptane

Guidance literature:: With sodium hydride; 3-Hydroxypropionitrile; In tetrahydrofuran; at 0 - 20 ℃; for 4h;
DOI:10.1016/j.bmc.2004.02.008

Reference yield:

: 293751-10-7
(1R,3R,4R,7S)-7-benzyloxy-1-methanesulfonyloxymethyl-3-(2-N-isobutyrylguanin-9-yl)-2,5-dioxabicyclo[2.2.1]heptane

: 293751-15-2
(1R,3R,4R,7S)-7-benzyloxy-1-methanesulfonyloxymethyl-3-(guanin-9-yl)-2,5-dioxabicyclo[2.2.1]heptane

Guidance literature:: With sodium hydroxide; water; at 20 ℃; for 12h;

Reference yield:

: 293751-03-8
1,2-di-O-acetyl-3-O-benzyl-4-C-methanesulfonyloxymethyl-5-O-methanesulfonyl-D-erythro-pentofuranose

: 293751-15-2
(1R,3R,4R,7S)-7-benzyloxy-1-methanesulfonyloxymethyl-3-(guanin-9-yl)-2,5-dioxabicyclo[2.2.1]heptane

Guidance literature:: Multi-step reaction with 2 steps

1.1: N,O-bis(trimethylsilyl)acetamide / 1,2-dichloro-ethane / Heating

1.2: 90 percent / trimethylsilyl triflate / 1,2-dichloro-ethane / 3 h / Heating

2.1: 86 percent / sodium hydride; 3-hydroxypropionitrile / tetrahydrofuran / 4 h / 0 - 20 °C

With N,O-bis-(trimethylsilyl)-acetamide; sodium hydride; 3-Hydroxypropionitrile; In tetrahydrofuran; 1,2-dichloro-ethane; 1.1: Vorbrueggen coupling;
DOI:10.1016/j.bmc.2004.02.008