thiocarbonic acid O-[3-[5-benzyloxy-4-(5-hydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-6-methyl-3-phenylsulfanyl-tetrahydro-pyran-2-yloxy]-6-(4-methoxy-phenoxy)-2-methyl-5-phenylsulfanyl-tetrahydro-pyran-4-yl] ester S-methyl ester

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Chemical Name:thiocarbonic acid O-[3-[5-benzyloxy-4-(5-hydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-6-methyl-3-phenylsulfanyl-tetrahydro-pyran-2-yloxy]-6-(4-methoxy-phenoxy)-2-methyl-5-phenylsulfanyl-tetrahydro-pyran-4-yl] ester S-methyl ester
CAS No.:439915-06-7
Molecular Formula:C₄₆H₅₄O₁₁S₃
Molecular Weight:879.126
Hs Code.:

thiocarbonic acid <i>O</i>-[3-[5-benzyloxy-4-(5-hydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-6-methyl-3-phenylsulfanyl-tetrahydro-pyran-2-yloxy]-6-(4-methoxy-phenoxy)-2-methyl-5-phenylsulfanyl-tetrahydro-pyran-4-yl] ester <i>S</i>-methyl ester

Synonyms:thiocarbonic acid O-[3-[5-benzyloxy-4-(5-hydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-6-methyl-3-phenylsulfanyl-tetrahydro-pyran-2-yloxy]-6-(4-methoxy-phenoxy)-2-methyl-5-phenylsulfanyl-tetrahydro-pyran-4-yl] ester S-methyl ester

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Chemical Property of thiocarbonic acid O-[3-[5-benzyloxy-4-(5-hydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-6-methyl-3-phenylsulfanyl-tetrahydro-pyran-2-yloxy]-6-(4-methoxy-phenoxy)-2-methyl-5-phenylsulfanyl-tetrahydro-pyran-4-yl] ester S-methyl ester

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Technology Process of thiocarbonic acid O-[3-[5-benzyloxy-4-(5-hydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-6-methyl-3-phenylsulfanyl-tetrahydro-pyran-2-yloxy]-6-(4-methoxy-phenoxy)-2-methyl-5-phenylsulfanyl-tetrahydro-pyran-4-yl] ester S-methyl ester

There total 14 articles about thiocarbonic acid O-[3-[5-benzyloxy-4-(5-hydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-6-methyl-3-phenylsulfanyl-tetrahydro-pyran-2-yloxy]-6-(4-methoxy-phenoxy)-2-methyl-5-phenylsulfanyl-tetrahydro-pyran-4-yl] ester S-methyl 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: 77.0%

: acetic acid 6-{3-benzyloxy-6-[6-(4-methoxy-phenoxy)-2-methyl-4-methylsulfanylcarbonyloxy-5-phenylsulfanyl-tetrahydro-pyran-3-yloxy]-2-methyl-5-phenylsulfanyl-tetrahydro-pyran-4-yloxy}-2-methyl-tetrahydro-pyran-3-yl ester

: 439915-06-7
thiocarbonic acid O-[3-[5-benzyloxy-4-(5-hydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-6-methyl-3-phenylsulfanyl-tetrahydro-pyran-2-yloxy]-6-(4-methoxy-phenoxy)-2-methyl-5-phenylsulfanyl-tetrahydro-pyran-4-yl] ester S-methyl ester

Guidance literature:: With sodium methylate; In methanol; dichloromethane; at 40 ℃; for 4h;
DOI:10.1021/ol0259286

Reference yield:

: 439914-97-3
3-[5-(bis-ethylsulfanyl-methyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-arcylic acid ethyl ester

: 439915-06-7
thiocarbonic acid O-[3-[5-benzyloxy-4-(5-hydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-6-methyl-3-phenylsulfanyl-tetrahydro-pyran-2-yloxy]-6-(4-methoxy-phenoxy)-2-methyl-5-phenylsulfanyl-tetrahydro-pyran-4-yl] ester S-methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 59 percent / H₂ / Raney Ni / ethanol / 3 h / 60 °C

2: 78 percent / DIBAL-H / CH₂Cl₂; hexane / 0.25 h / -78 °C

3: 98 percent / acetic acid / H₂O / 50 °C

4: 98 percent / pyridine / 20 °C

5: 89 percent / tert-butyldimethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / 0.33 h / -78 °C

6: 77 percent / MeONa / methanol; CH₂Cl₂ / 4 h / 40 °C

With pyridine; t-butyldimethylsiyl triflate; hydrogen; sodium methylate; diisobutylaluminium hydride; acetic acid; nickel; In methanol; ethanol; hexane; dichloromethane; water;
DOI:10.1021/ol0259286

Reference yield:

: 100-39-0
benzyl bromide

: 439915-06-7
thiocarbonic acid O-[3-[5-benzyloxy-4-(5-hydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-6-methyl-3-phenylsulfanyl-tetrahydro-pyran-2-yloxy]-6-(4-methoxy-phenoxy)-2-methyl-5-phenylsulfanyl-tetrahydro-pyran-4-yl] ester S-methyl ester

Guidance literature:: Multi-step reaction with 12 steps

1: NaH; Bu₄NI / dimethylformamide / 20 °C

2: 91 percent / acetic acid / H₂O / 70 °C

3: 92 percent / tetrahydrofuran / 2 h / Heating

4: 88 percent / 2,6-di-tert-butyl-4-methylpyridine / CH₂Cl₂ / 10 h / 20 °C

5: 80 percent / MeONa / methanol; CH₂Cl₂ / 72 h / 60 °C

6: 100 percent / pyridine / 20 °C

7: acetic acid / H₂O / 70 °C

8: 4-dimethylaminopyridine / dimethylformamide / 60 °C

9: 2,6-di-tert-butyl-4-methylpyridine / CH₂Cl₂ / 10 h / 20 °C

10: 87 percent / MeONa / methanol; CH₂Cl₂ / 10 h / 40 °C

11: 89 percent / tert-butyldimethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / 0.33 h / -78 °C

12: 77 percent / MeONa / methanol; CH₂Cl₂ / 4 h / 40 °C

With pyridine; dmap; 2,6-di-tert-butyl-4-methylpyridine; t-butyldimethylsiyl triflate; sodium methylate; tetra-(n-butyl)ammonium iodide; sodium hydride; acetic acid; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/ol0259286