Thiocarbonic acid O-((3S,3aS,5R,6R,6aS)-5-methoxy-2-oxo-6-phenoxythiocarbonyloxy-hexahydro-furo[3,2-b]furan-3-yl) ester O-phenyl ester

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Chemical Name:Thiocarbonic acid O-((3S,3aS,5R,6R,6aS)-5-methoxy-2-oxo-6-phenoxythiocarbonyloxy-hexahydro-furo[3,2-b]furan-3-yl) ester O-phenyl ester
CAS No.:160031-38-9
Molecular Formula:C₂₁H₁₈O₈S₂
Molecular Weight:462.501
Hs Code.:

Synonyms:Thiocarbonic acid O-((3S,3aS,5R,6R,6aS)-5-methoxy-2-oxo-6-phenoxythiocarbonyloxy-hexahydro-furo[3,2-b]furan-3-yl) ester O-phenyl ester

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Chemical Property of Thiocarbonic acid O-((3S,3aS,5R,6R,6aS)-5-methoxy-2-oxo-6-phenoxythiocarbonyloxy-hexahydro-furo[3,2-b]furan-3-yl) ester O-phenyl ester

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Technology Process of Thiocarbonic acid O-((3S,3aS,5R,6R,6aS)-5-methoxy-2-oxo-6-phenoxythiocarbonyloxy-hexahydro-furo[3,2-b]furan-3-yl) ester O-phenyl ester

There total 1 articles about Thiocarbonic acid O-((3S,3aS,5R,6R,6aS)-5-methoxy-2-oxo-6-phenoxythiocarbonyloxy-hexahydro-furo[3,2-b]furan-3-yl) ester O-phenyl 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: 78.0%

: 1005-56-7
phenylcarbonochloridothioate

: 17681-01-5,17681-02-6,18486-27-6,18587-77-4,72521-45-0,72521-46-1,73892-53-2,73892-55-4,135414-74-3,135414-75-4
methyl β-D-glucofuranosidurono-6,3-lactone

: 160031-38-9
Thiocarbonic acid O-((3S,3aS,5R,6R,6aS)-5-methoxy-2-oxo-6-phenoxythiocarbonyloxy-hexahydro-furo[3,2-b]furan-3-yl) ester O-phenyl ester

Guidance literature:: With pyridine; 1-hydroxy-pyrrolidine-2,5-dione; In acetonitrile; at 60 ℃; for 5h;
DOI:10.1016/0040-4039(94)85006-2

Reference yield:

: 160031-38-9
Thiocarbonic acid O-((3S,3aS,5R,6R,6aS)-5-methoxy-2-oxo-6-phenoxythiocarbonyloxy-hexahydro-furo[3,2-b]furan-3-yl) ester O-phenyl ester

: (2R,3S,5R)-5-Methoxy-3-(4-methoxy-benzyloxy)-2-pentyl-tetrahydro-furan

Guidance literature:: Multi-step reaction with 6 steps

1: 83 percent / Bu₃SnH, AIBN / toluene / 3 h / 80 °C

2: 86 percent / DIBAL-H / toluene / 2 h / -78 - 0 °C

4: H₂ / Pd/C / methanol / 2.5 h

5: 1.) DEAD, Ph₃P, 4-(NO₂)C₆H₄CO₂H, 2.) NaOMe, MeOH / 1.) benzene, 23 deg C, 12 h. 2.) THF 23 deg C, 0.5 h

6: KH / tetrahydrofuran / 1 h / 0 - 23 °C

With methanol; 2,2'-azobis(isobutyronitrile); hydrogen; tri-n-butyl-tin hydride; sodium methylate; potassium hydride; diisobutylaluminium hydride; triphenylphosphine; diethylazodicarboxylate; 4-nitro-benzoic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; toluene;
DOI:10.1016/0040-4039(94)85006-2

Reference yield:

: 160031-38-9
Thiocarbonic acid O-((3S,3aS,5R,6R,6aS)-5-methoxy-2-oxo-6-phenoxythiocarbonyloxy-hexahydro-furo[3,2-b]furan-3-yl) ester O-phenyl ester

: 1027550-50-0
(5Z,8Z,11Z)-(14S,15R)-15-Hydroxy-14-(4-methoxy-benzyloxy)-icosa-5,8,11-trienoic acid methyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 83 percent / Bu₃SnH, AIBN / toluene / 3 h / 80 °C

2: 86 percent / DIBAL-H / toluene / 2 h / -78 - 0 °C

4: H₂ / Pd/C / methanol / 2.5 h

5: 1.) DEAD, Ph₃P, 4-(NO₂)C₆H₄CO₂H, 2.) NaOMe, MeOH / 1.) benzene, 23 deg C, 12 h. 2.) THF 23 deg C, 0.5 h

6: KH / tetrahydrofuran / 1 h / 0 - 23 °C

7: H₂O, HOAc / tetrahydrofuran / 4 h / 60 °C

8: tetrahydrofuran; toluene; hexamethylphosphoric acid triamide / 2 h / -78 - 0 °C

With methanol; 2,2'-azobis(isobutyronitrile); water; hydrogen; tri-n-butyl-tin hydride; sodium methylate; potassium hydride; diisobutylaluminium hydride; acetic acid; triphenylphosphine; diethylazodicarboxylate; 4-nitro-benzoic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; toluene;
DOI:10.1016/0040-4039(94)85006-2