1β-(6-benzylpyridin-3-yl)-1,2-dideoxy-3,5-di-O-(t-butyldimethylsilyl)-D-ribofuranose

Base Information

Chemical Name:1β-(6-benzylpyridin-3-yl)-1,2-dideoxy-3,5-di-O-(t-butyldimethylsilyl)-D-ribofuranose
CAS No.:950830-62-3
Molecular Formula:C₂₉H₄₇NO₃Si₂
Molecular Weight:513.868
Hs Code.:

Synonyms:1β-(6-benzylpyridin-3-yl)-1,2-dideoxy-3,5-di-O-(t-butyldimethylsilyl)-D-ribofuranose

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Chemical Property of 1β-(6-benzylpyridin-3-yl)-1,2-dideoxy-3,5-di-O-(t-butyldimethylsilyl)-D-ribofuranose

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Technology Process of 1β-(6-benzylpyridin-3-yl)-1,2-dideoxy-3,5-di-O-(t-butyldimethylsilyl)-D-ribofuranose

There total 5 articles about 1β-(6-benzylpyridin-3-yl)-1,2-dideoxy-3,5-di-O-(t-butyldimethylsilyl)-D-ribofuranose 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: 76.0%

: 950830-41-8
1β-(6-chloropyridin-3-yl)-1,2-dideoxy-3,5-di-O-(tert-butyldimethylsilyl)-D-ribofuranose

: 62673-31-8
benzyl(bromo)zinc

: 950830-62-3
1β-(6-benzylpyridin-3-yl)-1,2-dideoxy-3,5-di-O-(t-butyldimethylsilyl)-D-ribofuranose

Guidance literature:: tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 60 ℃; for 20h;
DOI:10.1021/jo0709504

Reference yield:

: 950830-45-2
C₁₆H₂₄O₃SiClN

: 950830-62-3
1β-(6-benzylpyridin-3-yl)-1,2-dideoxy-3,5-di-O-(t-butyldimethylsilyl)-D-ribofuranose

Guidance literature:: Multi-step reaction with 4 steps

1: Et₃N*HF / tetrahydrofuran / 0.08 h / 20 °C

2: 161 mg / NaBH(OAc)3; acetic acid / acetonitrile / 0.08 h / 0 °C

3: 73 percent / imidazole / dimethylformamide / 0 - 20 °C

4: 76 percent / Pd(PPh₃)4 / tetrahydrofuran / 20 h / 60 °C

With 1H-imidazole; sodium tris(acetoxy)borohydride; acetic acid; triethylamine hydrofluoride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo0709504

Reference yield:

: 950830-39-4
1β-(6-chloropyridin-3-yl)-1,2-dideoxy-D-ribofuranose

: 950830-62-3
1β-(6-benzylpyridin-3-yl)-1,2-dideoxy-3,5-di-O-(t-butyldimethylsilyl)-D-ribofuranose

Guidance literature:: Multi-step reaction with 2 steps

1: 73 percent / imidazole / dimethylformamide / 0 - 20 °C

2: 76 percent / Pd(PPh₃)4 / tetrahydrofuran / 20 h / 60 °C

With 1H-imidazole; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/jo0709504