6-N-benzoyl-9-((1R,2R,3S)-tetrahydro-2-acetoxy-3-(((4-methoxyphenyl)-diphenylmethoxy)-methyl)-1-furanyl)-9H-adenine

Base Information

Chemical Name:6-N-benzoyl-9-((1R,2R,3S)-tetrahydro-2-acetoxy-3-(((4-methoxyphenyl)-diphenylmethoxy)-methyl)-1-furanyl)-9H-adenine
CAS No.:287933-80-6
Molecular Formula:C₃₉H₃₅N₅O₆
Molecular Weight:669.737
Hs Code.:

Synonyms:6-N-benzoyl-9-((1R,2R,3S)-tetrahydro-2-acetoxy-3-(((4-methoxyphenyl)-diphenylmethoxy)-methyl)-1-furanyl)-9H-adenine

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Chemical Property of 6-N-benzoyl-9-((1R,2R,3S)-tetrahydro-2-acetoxy-3-(((4-methoxyphenyl)-diphenylmethoxy)-methyl)-1-furanyl)-9H-adenine

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Technology Process of 6-N-benzoyl-9-((1R,2R,3S)-tetrahydro-2-acetoxy-3-(((4-methoxyphenyl)-diphenylmethoxy)-methyl)-1-furanyl)-9H-adenine

There total 5 articles about 6-N-benzoyl-9-((1R,2R,3S)-tetrahydro-2-acetoxy-3-(((4-methoxyphenyl)-diphenylmethoxy)-methyl)-1-furanyl)-9H-adenine 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: 93.0%

: 4005-49-6
N-benzoyladenine

: (3S)-tetrahydro-1,2-bis-acetoxy-3-(((4-methoxyphenyl)-diphenylmethoxy)-methyl)-furan

: 287933-80-6
6-N-benzoyl-9-((1R,2R,3S)-tetrahydro-2-acetoxy-3-(((4-methoxyphenyl)-diphenylmethoxy)-methyl)-1-furanyl)-9H-adenine

: 2'-O-acetyl-N₆-benzoyl-3'-deoxy-D-apioadenosine

Guidance literature:: N-benzoyladenine; With N,O-bis-(trimethylsilyl)-acetamide; In 1,2-dichloro-ethane; for 0.25h; Heating;

(3S)-tetrahydro-1,2-bis-acetoxy-3-(((4-methoxyphenyl)-diphenylmethoxy)-methyl)-furan; With trimethylsilyl trifluoromethanesulfonate; In 1,2-dichloro-ethane; for 1h; Heating;
DOI:10.1007/s007060200024

Reference yield:

: 287933-69-1
(S)-2-((E)-2-Benzenesulfonyl-vinyloxymethyl)-oxirane

: 287933-80-6
6-N-benzoyl-9-((1R,2R,3S)-tetrahydro-2-acetoxy-3-(((4-methoxyphenyl)-diphenylmethoxy)-methyl)-1-furanyl)-9H-adenine

Guidance literature:: Multi-step reaction with 4 steps

1.1: 60 percent / LHDMS / tetrahydrofuran

2.1: 100 percent / Et₃N; DMAP

3.1: 100 percent / 5 percent Na/Hg; NaH₂PO₄ / methanol; tetrahydrofuran

4.1: OsO₄; NMO / acetone

4.2: Et₃N; DMAP / CH₂Cl₂

4.3: TMSOTf / 1,2-dichloro-ethane / 1 h / Heating

With dmap; sodium dihydrogenphosphate; sodium amalgam; osmium(VIII) oxide; N-methyl-2-indolinone; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; acetone; 1.1: Cyclization / 2.1: Alkylation / 3.1: Reduction / 4.1: Oxidation / 4.2: Acetylation / 4.3: Alkylation;
DOI:10.1016/S0040-4039(00)00467-6

Reference yield:

: 287933-70-4
(3S)-4-phenylsulfonyl-2,3-dihydrofuran-3-methanol

: 287933-80-6
6-N-benzoyl-9-((1R,2R,3S)-tetrahydro-2-acetoxy-3-(((4-methoxyphenyl)-diphenylmethoxy)-methyl)-1-furanyl)-9H-adenine

Guidance literature:: Multi-step reaction with 3 steps

1.1: 100 percent / Et₃N; DMAP

2.1: 100 percent / 5 percent Na/Hg; NaH₂PO₄ / methanol; tetrahydrofuran

3.1: OsO₄; NMO / acetone

3.2: Et₃N; DMAP / CH₂Cl₂

3.3: TMSOTf / 1,2-dichloro-ethane / 1 h / Heating

With dmap; sodium dihydrogenphosphate; sodium amalgam; osmium(VIII) oxide; N-methyl-2-indolinone; triethylamine; In tetrahydrofuran; methanol; acetone; 1.1: Alkylation / 2.1: Reduction / 3.1: Oxidation / 3.2: Acetylation / 3.3: Alkylation;
DOI:10.1016/S0040-4039(00)00467-6