cyclohexyl 2,6-anhydro-3-O-(2,6-anhydro-4-O-benzyl-2-thio-β-D-altropyranoside-3-ulosyl)-4-O-benzyl-2-thio-β-D-mannopyranoside

Base Information

Chemical Name:cyclohexyl 2,6-anhydro-3-O-(2,6-anhydro-4-O-benzyl-2-thio-β-D-altropyranoside-3-ulosyl)-4-O-benzyl-2-thio-β-D-mannopyranoside
CAS No.:151957-71-0
Molecular Formula:C₃₂H₃₈O₇S₂
Molecular Weight:598.782
Hs Code.:

Synonyms:cyclohexyl 2,6-anhydro-3-O-(2,6-anhydro-4-O-benzyl-2-thio-β-D-altropyranoside-3-ulosyl)-4-O-benzyl-2-thio-β-D-mannopyranoside

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Chemical Property of cyclohexyl 2,6-anhydro-3-O-(2,6-anhydro-4-O-benzyl-2-thio-β-D-altropyranoside-3-ulosyl)-4-O-benzyl-2-thio-β-D-mannopyranoside

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Technology Process of cyclohexyl 2,6-anhydro-3-O-(2,6-anhydro-4-O-benzyl-2-thio-β-D-altropyranoside-3-ulosyl)-4-O-benzyl-2-thio-β-D-mannopyranoside

There total 11 articles about cyclohexyl 2,6-anhydro-3-O-(2,6-anhydro-4-O-benzyl-2-thio-β-D-altropyranoside-3-ulosyl)-4-O-benzyl-2-thio-β-D-mannopyranoside 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: 99.0%

: 151957-70-9
cyclohexyl 2,6-anhydro-3-O-(2,6-anhydro-4-O-benzyl-2-thio-β-D-altropyranosyl)-4-O-benzyl-2-thio-β-D-mannopyranoside

: 151957-71-0
cyclohexyl 2,6-anhydro-3-O-(2,6-anhydro-4-O-benzyl-2-thio-β-D-altropyranoside-3-ulosyl)-4-O-benzyl-2-thio-β-D-mannopyranoside

Guidance literature:: With Dess-Martin periodane; In dichloromethane; at 25 ℃; for 1h;
DOI:10.1021/ja00118a008

Reference yield:

: 151929-60-1
1,3-di-O-acetyl-2,6-anhydro-4-O-benzyl-2-thio-β-D-altropyranose

: 151957-71-0
cyclohexyl 2,6-anhydro-3-O-(2,6-anhydro-4-O-benzyl-2-thio-β-D-altropyranoside-3-ulosyl)-4-O-benzyl-2-thio-β-D-mannopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 89 percent / TMSOTf / CH₂Cl₂ / 1.5 h / -30 - 0 °C

2: 96 percent / lithium aluminum hydride / tetrahydrofuran / 1.5 h / 0 °C

3: 99 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h / 25 °C

With lithium aluminium tetrahydride; trimethylsilyl trifluoromethanesulfonate; Dess-Martin periodane; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja00118a008

Reference yield:

: (1S,3S,4S,7R,8R)-7-Benzyloxy-3-methoxy-8-(tetrahydro-pyran-2-yloxy)-2-oxa-5-thia-bicyclo[2.2.2]octane

: 151957-71-0
cyclohexyl 2,6-anhydro-3-O-(2,6-anhydro-4-O-benzyl-2-thio-β-D-altropyranoside-3-ulosyl)-4-O-benzyl-2-thio-β-D-mannopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 70 percent / TMSOTf / 1 h / 0 °C

2: 89 percent / TMSOTf / CH₂Cl₂ / 1.5 h / -30 - 0 °C

3: 96 percent / lithium aluminum hydride / tetrahydrofuran / 1.5 h / 0 °C

4: 99 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h / 25 °C

With lithium aluminium tetrahydride; trimethylsilyl trifluoromethanesulfonate; Dess-Martin periodane; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja00118a008