3-methyl-2-[N-(phenoxyacetyl)amino]-5-[3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-O-(imidazolyl thiocarbonyl)-β-D-ribofuranosyl]pyridine

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Chemical Name:3-methyl-2-[N-(phenoxyacetyl)amino]-5-[3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-O-(imidazolyl thiocarbonyl)-β-D-ribofuranosyl]pyridine
CAS No.:190907-90-5
Molecular Formula:C₃₅H₅₀N₄O₇SSi₂
Molecular Weight:727.042
Hs Code.:

Synonyms:3-methyl-2-[N-(phenoxyacetyl)amino]-5-[3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-O-(imidazolyl thiocarbonyl)-β-D-ribofuranosyl]pyridine

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Chemical Property of 3-methyl-2-[N-(phenoxyacetyl)amino]-5-[3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-O-(imidazolyl thiocarbonyl)-β-D-ribofuranosyl]pyridine

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Technology Process of 3-methyl-2-[N-(phenoxyacetyl)amino]-5-[3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-O-(imidazolyl thiocarbonyl)-β-D-ribofuranosyl]pyridine

There total 8 articles about 3-methyl-2-[N-(phenoxyacetyl)amino]-5-[3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-O-(imidazolyl thiocarbonyl)-β-D-ribofuranosyl]pyridine 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: 74.0%

: 6160-65-2
1,1'-Thiocarbonyldiimidazole

: 190907-87-0
3-methyl-2-(N-phenoxyacetylamino)-5-[3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-ribofuranosyl]pyridine

: 190907-90-5
3-methyl-2-[N-(phenoxyacetyl)amino]-5-[3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-O-(imidazolyl thiocarbonyl)-β-D-ribofuranosyl]pyridine

Guidance literature:: In N,N-dimethyl-formamide; rt, 1h, 40 deg C, 3.5 h;
DOI:10.1021/ja9704904

Reference yield:

: 14316-61-1
phenoxyacetic anhydride

: 190907-90-5
3-methyl-2-[N-(phenoxyacetyl)amino]-5-[3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-O-(imidazolyl thiocarbonyl)-β-D-ribofuranosyl]pyridine

Guidance literature:: Multi-step reaction with 4 steps

1: 67 percent / pyridine / 4.5 h / Ambient temperature

2: 81 percent / BBr₃ / CH₂Cl₂ / 5 h / -75 °C

3: 84 percent / pyridine / 4 h / Ambient temperature

4: 74 percent / dimethylformamide / rt, 1h, 40 deg C, 3.5 h

With boron tribromide; In pyridine; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja9704904

Reference yield:

: 3430-21-5
5-bromo-3-methyl-pyridin-2-ylamine

: 190907-90-5
3-methyl-2-[N-(phenoxyacetyl)amino]-5-[3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-O-(imidazolyl thiocarbonyl)-β-D-ribofuranosyl]pyridine

Guidance literature:: Multi-step reaction with 6 steps

1: 69 percent / ZnI₂ / 15 h / 140 °C

2: 1.) n-BuLi, 2.) Et₃SiH, BF₃*Et₂O / 1.) THF, -75 deg C, 3 h, -75 deg C -> 0 deg C, 4 h, 2.) CH₂Cl₂, -75 deg C -> rt, overnight

3: 67 percent / pyridine / 4.5 h / Ambient temperature

4: 81 percent / BBr₃ / CH₂Cl₂ / 5 h / -75 °C

5: 84 percent / pyridine / 4 h / Ambient temperature

6: 74 percent / dimethylformamide / rt, 1h, 40 deg C, 3.5 h

With triethylsilane; n-butyllithium; boron trifluoride diethyl etherate; boron tribromide; zinc(II) iodide; In pyridine; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja9704904