Thiocarbonic acid S-butyl ester O-{2-butylsulfanylcarbonylamino-9-[(2R,3R,4R,5R)-4-[(5-chloro-quinolin-8-yloxy)-(2,6-dichloro-phenoxy)-phosphoryloxy]-5-hydroxymethyl-3-(tetrahydro-pyran-2-yloxy)-tetrahydro-furan-2-yl]-9H-purin-6-yl} ester

Base Information

• Chemical Name: Thiocarbonic acid S-butyl ester O-{2-butylsulfanylcarbonylamino-9-[(2R,3R,4R,5R)-4-[(5-chloro-quinolin-8-yloxy)-(2,6-dichloro-phenoxy)-phosphoryloxy]-5-hydroxymethyl-3-(tetrahydro-pyran-2-yloxy)-tetrahydro-furan-2-yl]-9H-purin-6-yl} ester
• CAS No.: 116113-52-1
• Molecular Formula: C₄₀H₄₄Cl₃N₆O₁₁PS₂
• Molecular Weight: 986.288

Synonyms:

Chemical Property of Thiocarbonic acid S-butyl ester O-{2-butylsulfanylcarbonylamino-9-[(2R,3R,4R,5R)-4-[(5-chloro-quinolin-8-yloxy)-(2,6-dichloro-phenoxy)-phosphoryloxy]-5-hydroxymethyl-3-(tetrahydro-pyran-2-yloxy)-tetrahydro-furan-2-yl]-9H-purin-6-yl} ester

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Technology Process of Thiocarbonic acid S-butyl ester O-{2-butylsulfanylcarbonylamino-9-[(2R,3R,4R,5R)-4-[(5-chloro-quinolin-8-yloxy)-(2,6-dichloro-phenoxy)-phosphoryloxy]-5-hydroxymethyl-3-(tetrahydro-pyran-2-yloxy)-tetrahydro-furan-2-yl]-9H-purin-6-yl} ester

There total 12 articles about Thiocarbonic acid S-butyl ester O-{2-butylsulfanylcarbonylamino-9-[(2R,3R,4R,5R)-4-[(5-chloro-quinolin-8-yloxy)-(2,6-dichloro-phenoxy)-phosphoryloxy]-5-hydroxymethyl-3-(tetrahydro-pyran-2-yloxy)-tetrahydro-furan-2-yl]-9H-purin-6-yl} ester 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:

C61H62Cl3N6O13PS2 (116135-06-9) → Thiocarbonic acid S-butyl ester O-{2-butylsulfanylcarbonylamino-9-[(2R,3R,4R,5R)-4-[(5-chloro-quinolin-8-yloxy)-(2,6-dichloro-phenoxy)-phosphoryloxy]-5-hydroxymethyl-3-(tetrahydro-pyran-2-yloxy)-tetrahydro-furan-2-yl]-9H-purin-6-yl} ester (116113-52-1)

Guidance literature:

With toluene-4-sulfonic acid; In methanol; dichloromethane; at 0 ℃; for 0.166667h;

DOI:10.1016/S0040-4039(00)96821-7

Reference yield:

3,4-dihydro-2H-pyran (110-87-2) → Thiocarbonic acid S-butyl ester O-{2-butylsulfanylcarbonylamino-9-[(2R,3R,4R,5R)-4-[(5-chloro-quinolin-8-yloxy)-(2,6-dichloro-phenoxy)-phosphoryloxy]-5-hydroxymethyl-3-(tetrahydro-pyran-2-yloxy)-tetrahydro-furan-2-yl]-9H-purin-6-yl} ester (116113-52-1)

Guidance literature:

Multi-step reaction with 5 steps

1: TsOH*H₂O / dioxane / 3 h

2: tri-1-butylammonium hydrogen fluoride

3: pyridine

5: TsOH / methanol; CH₂Cl₂ / 0.17 h / 0 °C

With pyridine; tri-n-butylamine hydrofluoride; toluene-4-sulfonic acid; In 1,4-dioxane; methanol; dichloromethane;

DOI:10.1016/S0040-4039(00)96821-7

Reference yield:

butyl chlorothioformate (13889-94-6) → Thiocarbonic acid S-butyl ester O-{2-butylsulfanylcarbonylamino-9-[(2R,3R,4R,5R)-4-[(5-chloro-quinolin-8-yloxy)-(2,6-dichloro-phenoxy)-phosphoryloxy]-5-hydroxymethyl-3-(tetrahydro-pyran-2-yloxy)-tetrahydro-furan-2-yl]-9H-purin-6-yl} ester (116113-52-1)

Guidance literature:

Multi-step reaction with 7 steps

1: 1.) TMSCl, pyridine; 2.) iPr₂NEt / 1.) 1 h; 2.) 24 h, r.t.

2: 80 percent / iPr₂NEt, pyridine

3: TsOH*H₂O / dioxane / 3 h

4: tri-1-butylammonium hydrogen fluoride

5: pyridine

7: TsOH / methanol; CH₂Cl₂ / 0.17 h / 0 °C

With pyridine; chloro-trimethyl-silane; tri-n-butylamine hydrofluoride; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; methanol; dichloromethane;

DOI:10.1016/S0040-4039(00)96821-7

upstream raw materials:

C₆₁H₆₂Cl₃N₆O₁₃PS₂

3,4-dihydro-2H-pyran

butyl chlorothioformate

2,6-dichlorophenyl 5-chloro-8-quinolyl phosphorochloridate

Downstream raw materials:

C₉₁H₉₀Cl₄N₁₀O₂₂P₂S₂

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