S-phenyl 3,6-di-O-benzyl-2-O-(p-toluenesulfonyl)-β-D-thiomannopyranoside

Base Information

Chemical Name:S-phenyl 3,6-di-O-benzyl-2-O-(p-toluenesulfonyl)-β-D-thiomannopyranoside
CAS No.:848397-76-2
Molecular Formula:C₃₃H₃₄O₇S₂
Molecular Weight:606.761
Hs Code.:

Synonyms:S-phenyl 3,6-di-O-benzyl-2-O-(p-toluenesulfonyl)-β-D-thiomannopyranoside

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Chemical Property of S-phenyl 3,6-di-O-benzyl-2-O-(p-toluenesulfonyl)-β-D-thiomannopyranoside

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Technology Process of S-phenyl 3,6-di-O-benzyl-2-O-(p-toluenesulfonyl)-β-D-thiomannopyranoside

There total 4 articles about S-phenyl 3,6-di-O-benzyl-2-O-(p-toluenesulfonyl)-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: 74.0%

: 848397-75-1
S-phenyl 3-O-benzyl-4,6-O-benzylidene-2-O-(p-toluenesulfonyl)-β-D-thiomannopyranoside

: 848397-76-2
S-phenyl 3,6-di-O-benzyl-2-O-(p-toluenesulfonyl)-β-D-thiomannopyranoside

Guidance literature:: S-phenyl 3-O-benzyl-4,6-O-benzylidene-2-O-(p-toluenesulfonyl)-β-D-thiomannopyranoside; With sodium cyanoborohydride; In tetrahydrofuran; at 0 ℃; for 0.25h;

With hydrogenchloride; In tetrahydrofuran; diethyl ether; at 20 ℃; for 12h;
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

: 848397-76-2
S-phenyl 3,6-di-O-benzyl-2-O-(p-toluenesulfonyl)-β-D-thiomannopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: 94 percent / potassium iodide; silver(I) oxide; sym-collidine / CH₂Cl₂ / 17 h / 0 - 20 °C

2.1: sodium cyanoborohydride / tetrahydrofuran / 0.25 h / 0 °C

2.2: 74 percent / hydrochloric acid / tetrahydrofuran; diethyl ether / 12 h / 20 °C

With 2,4,6-trimethyl-pyridine; 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

: 848397-76-2
S-phenyl 3,6-di-O-benzyl-2-O-(p-toluenesulfonyl)-β-D-thiomannopyranoside

Guidance literature:: Multi-step reaction with 3 steps

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

2.1: 94 percent / potassium iodide; silver(I) oxide; sym-collidine / CH₂Cl₂ / 17 h / 0 - 20 °C

3.1: sodium cyanoborohydride / tetrahydrofuran / 0.25 h / 0 °C

3.2: 74 percent / hydrochloric acid / tetrahydrofuran; diethyl ether / 12 h / 20 °C

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