phenyl 2,3-di-O-benzyl-4,6-O-benzylidene-1-deoxy-1-thio-α-D-mannopyranoside S-oxide

Base Information

• Chemical Name: phenyl 2,3-di-O-benzyl-4,6-O-benzylidene-1-deoxy-1-thio-α-D-mannopyranoside S-oxide
• CAS No.: 374780-40-2
• Molecular Formula: C₃₃H₃₂O₆S
• Molecular Weight: 556.679

Synonyms:phenyl 2,3-di-O-benzyl-4,6-O-benzylidene-1-deoxy-1-thio-α-D-mannopyranoside S-oxide

Chemical Property of phenyl 2,3-di-O-benzyl-4,6-O-benzylidene-1-deoxy-1-thio-α-D-mannopyranoside S-oxide

Chemical Property:

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Technology Process of phenyl 2,3-di-O-benzyl-4,6-O-benzylidene-1-deoxy-1-thio-α-D-mannopyranoside S-oxide

There total 3 articles about phenyl 2,3-di-O-benzyl-4,6-O-benzylidene-1-deoxy-1-thio-α-D-mannopyranoside S-oxide 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: 81.0%

phenyl 2,3-di-O-benzyl-4,6-O-benzylidene-1-deoxy-1-thio-α-D-mannopyranoside → phenyl 2,3-di-O-benzyl-4,6-O-benzylidene-1-deoxy-1-thio-α-D-mannopyranoside S-oxide (374780-40-2)

Guidance literature:

With sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at -78 - -30 ℃; for 0.666667h;

DOI:10.1016/S0040-4020(98)00426-8

Reference yield:

benzyl chloride (100-44-7) → phenyl 2,3-di-O-benzyl-4,6-O-benzylidene-1-deoxy-1-thio-α-D-mannopyranoside S-oxide (374780-40-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / NaH / various solvent(s); tetrahydrofuran / 3 h / 120 °C

2: 81 percent / MCPBA; NaHCO₃ / CH₂Cl₂ / 0.67 h / -78 - -30 °C

With sodium hydride; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; 1: Addition / 2: Oxidation;

DOI:10.1016/S0040-4020(98)00426-8

Reference yield:

phenyl 4,6-O-benzylidene-1-deoxy-1-thio-α-D-mannopyranoside → phenyl 2,3-di-O-benzyl-4,6-O-benzylidene-1-deoxy-1-thio-α-D-mannopyranoside S-oxide (374780-40-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / NaH / various solvent(s); tetrahydrofuran / 3 h / 120 °C

2: 81 percent / MCPBA; NaHCO₃ / CH₂Cl₂ / 0.67 h / -78 - -30 °C

With sodium hydride; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; 1: Addition / 2: Oxidation;

DOI:10.1016/S0040-4020(98)00426-8

upstream raw materials:

benzyl chloride

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