2-Benzyloxy-5-<3'-<<(1,1-dimethylethyl)diphenylsilyl>oxy>-β-D-glycero-pentofuran-3'-ulos-1'-yl>-3-methylpyridine

Base Information

Chemical Name:2-Benzyloxy-5-<3'-<<(1,1-dimethylethyl)diphenylsilyl>oxy>-β-D-glycero-pentofuran-3'-ulos-1'-yl>-3-methylpyridine
CAS No.:166266-21-3
Molecular Formula:C₃₄H₃₇NO₄Si
Molecular Weight:551.758
Hs Code.:

Synonyms:2-Benzyloxy-5-<3'-<<(1,1-dimethylethyl)diphenylsilyl>oxy>-β-D-glycero-pentofuran-3'-ulos-1'-yl>-3-methylpyridine

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Chemical Property of 2-Benzyloxy-5-<3'-<<(1,1-dimethylethyl)diphenylsilyl>oxy>-β-D-glycero-pentofuran-3'-ulos-1'-yl>-3-methylpyridine

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Technology Process of 2-Benzyloxy-5-<3'-<<(1,1-dimethylethyl)diphenylsilyl>oxy>-β-D-glycero-pentofuran-3'-ulos-1'-yl>-3-methylpyridine

There total 4 articles about 2-Benzyloxy-5-<3'-<<(1,1-dimethylethyl)diphenylsilyl>oxy>-β-D-glycero-pentofuran-3'-ulos-1'-yl>-3-methylpyridine 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:

: 1603-40-3
3-methylpyridin-2-ylamine

: 166266-21-3
2-Benzyloxy-5-<3'-<<(1,1-dimethylethyl)diphenylsilyl>oxy>-β-D-glycero-pentofuran-3'-ulos-1'-yl>-3-methylpyridine

Guidance literature:: Multi-step reaction with 4 steps

1: 73 percent / HIO₄*2H₂O, I₂, H₂SO₄ / aq. acetic acid / 4 h / 80 °C

2: 94 percent / 48percent HBr, Br₂, aq. NaNO₂ / 0.5 h / 0 °C

3: 77 percent / NaH / dimethylformamide / 1.) 0 deg C to r.t., 3 h, 2.) 75 deg C, 16 h

4: tri-n-butylamine / Pd(dba)2, 1,3-bis(diphenylphosphino)propane / acetonitrile / 1.) r.t., 20 min, 2.) 80 deg C, 8 h

With tributyl-amine; sulfuric acid; hydrogen bromide; bromine; iodine; sodium hydride; periodic acid; sodium nitrite; 1,3-bis-(diphenylphosphino)propane; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In acetic acid; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo00121a071

Reference yield:

: 65550-78-9
2-Bromo-5-iodo-3-methylpyridine

: 166266-21-3
2-Benzyloxy-5-<3'-<<(1,1-dimethylethyl)diphenylsilyl>oxy>-β-D-glycero-pentofuran-3'-ulos-1'-yl>-3-methylpyridine

Guidance literature:: Multi-step reaction with 2 steps

1: 77 percent / NaH / dimethylformamide / 1.) 0 deg C to r.t., 3 h, 2.) 75 deg C, 16 h

2: tri-n-butylamine / Pd(dba)2, 1,3-bis(diphenylphosphino)propane / acetonitrile / 1.) r.t., 20 min, 2.) 80 deg C, 8 h

With tributyl-amine; sodium hydride; 1,3-bis-(diphenylphosphino)propane; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo00121a071

Reference yield:

: 166266-19-9
2-amino-3-methyl-5-iodopyridine

: 166266-21-3
2-Benzyloxy-5-<3'-<<(1,1-dimethylethyl)diphenylsilyl>oxy>-β-D-glycero-pentofuran-3'-ulos-1'-yl>-3-methylpyridine

Guidance literature:: Multi-step reaction with 3 steps

1: 94 percent / 48percent HBr, Br₂, aq. NaNO₂ / 0.5 h / 0 °C

2: 77 percent / NaH / dimethylformamide / 1.) 0 deg C to r.t., 3 h, 2.) 75 deg C, 16 h

3: tri-n-butylamine / Pd(dba)2, 1,3-bis(diphenylphosphino)propane / acetonitrile / 1.) r.t., 20 min, 2.) 80 deg C, 8 h

With tributyl-amine; hydrogen bromide; bromine; sodium hydride; sodium nitrite; 1,3-bis-(diphenylphosphino)propane; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo00121a071