S-phenyl 4-O-acetyl-3,6-di-O-benzyl-2-O-(2-trifluoromethylbenzenesulfonyl)-β-D-thiomannopyranoside

Base Information

Chemical Name:S-phenyl 4-O-acetyl-3,6-di-O-benzyl-2-O-(2-trifluoromethylbenzenesulfonyl)-β-D-thiomannopyranoside
CAS No.:848397-80-8
Molecular Formula:C₃₅H₃₃F₃O₈S₂
Molecular Weight:702.769
Hs Code.:

Synonyms:S-phenyl 4-O-acetyl-3,6-di-O-benzyl-2-O-(2-trifluoromethylbenzenesulfonyl)-β-D-thiomannopyranoside

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Chemical Property of S-phenyl 4-O-acetyl-3,6-di-O-benzyl-2-O-(2-trifluoromethylbenzenesulfonyl)-β-D-thiomannopyranoside

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Technology Process of S-phenyl 4-O-acetyl-3,6-di-O-benzyl-2-O-(2-trifluoromethylbenzenesulfonyl)-β-D-thiomannopyranoside

There total 6 articles about S-phenyl 4-O-acetyl-3,6-di-O-benzyl-2-O-(2-trifluoromethylbenzenesulfonyl)-β-D-thiomannopyranoside 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: 96.0%

: 848397-79-5
S-phenyl 3,6-di-O-benzyl-2-O-(2-trifluoromethylbenzenesulfonyl)-β-D-thiomannopyranoside

: 108-24-7
acetic anhydride

: 848397-80-8
S-phenyl 4-O-acetyl-3,6-di-O-benzyl-2-O-(2-trifluoromethylbenzenesulfonyl)-β-D-thiomannopyranoside

Guidance literature:: With pyridine; dmap; for 6h;
DOI:10.1016/j.tetasy.2004.11.032

Reference yield:

: 848397-74-0
phenyl 3-O-benzyl-4,6-O-benzylidene-1-thio-β-D-mannopyranoside

: 848397-80-8
S-phenyl 4-O-acetyl-3,6-di-O-benzyl-2-O-(2-trifluoromethylbenzenesulfonyl)-β-D-thiomannopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: 89 percent / potassium iodide; silver(I) oxide; sym-collidine / CH₂Cl₂ / 17 h / 0 - 20 °C

2.1: sodium cyanoborohydride / tetrahydrofuran / 0 °C

2.2: 83 percent / hydrochloric acid / tetrahydrofuran; diethyl ether / 20 °C

3.1: 96 percent / 4-dimethylaminopyridine; pyridine / 6 h

With pyridine; 2,4,6-trimethyl-pyridine; dmap; sodium cyanoborohydride; potassium iodide; silver(l) oxide; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.tetasy.2004.11.032

Reference yield:

: (3aS,4S,5aR,8R,9aR,9bS)-2,2-Dibutyl-8-phenyl-4-phenylsulfanyl-hexahydro-1,3,5,7,9-pentaoxa-2-stanna-cyclopenta[a]naphthalene

: 848397-80-8
S-phenyl 4-O-acetyl-3,6-di-O-benzyl-2-O-(2-trifluoromethylbenzenesulfonyl)-β-D-thiomannopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: 43 mg / tetrabutylammonium iodide / toluene / 8 h / 100 °C

2.1: 89 percent / potassium iodide; silver(I) oxide; sym-collidine / CH₂Cl₂ / 17 h / 0 - 20 °C

3.1: sodium cyanoborohydride / tetrahydrofuran / 0 °C

3.2: 83 percent / hydrochloric acid / tetrahydrofuran; diethyl ether / 20 °C

4.1: 96 percent / 4-dimethylaminopyridine; pyridine / 6 h

With pyridine; 2,4,6-trimethyl-pyridine; dmap; tetra-(n-butyl)ammonium iodide; sodium cyanoborohydride; potassium iodide; silver(l) oxide; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1016/j.tetasy.2004.11.032