octyl 2,3,6-tri-O-benzyl-4-O-(methylthio)thiocarbonyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside

Base Information

• Chemical Name: octyl 2,3,6-tri-O-benzyl-4-O-(methylthio)thiocarbonyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside
• CAS No.: 950602-76-3
• Molecular Formula: C₆₄H₇₆O₁₁S₂
• Molecular Weight: 1085.43

Synonyms:octyl 2,3,6-tri-O-benzyl-4-O-(methylthio)thiocarbonyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside

Chemical Property of octyl 2,3,6-tri-O-benzyl-4-O-(methylthio)thiocarbonyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside

Chemical Property:

Purity/Quality:

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Technology Process of octyl 2,3,6-tri-O-benzyl-4-O-(methylthio)thiocarbonyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside

There total 6 articles about octyl 2,3,6-tri-O-benzyl-4-O-(methylthio)thiocarbonyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzyl-α-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:

C51H64O6Si → octyl 2,3,6-tri-O-benzyl-4-O-(methylthio)thiocarbonyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside (950602-76-3)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 4.03 g / n-Bu₄NF / tetrahydrofuran / 20 °C

2.1: 89 percent / N-iodosuccinimide; AgOTf / CH₂Cl₂ / 1 h / 0 °C

3.1: 94 percent / NaOCH₃ / methanol / 1 h / 20 °C

4.1: 94 percent / NaH / dimethylformamide / 20 °C

5.1: 3 percent / AlCl₃; LiAlH₄ / diethyl ether; CH₂Cl₂ / 20 °C

6.1: NaH; imidazole / tetrahydrofuran / 1 h

6.2: tetrahydrofuran / 1 h / 20 °C

6.3: 96 percent / tetrahydrofuran / 20 °C

With 1H-imidazole; N-iodo-succinimide; lithium aluminium tetrahydride; aluminium trichloride; tetrabutyl ammonium fluoride; sodium methylate; silver trifluoromethanesulfonate; sodium hydride; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.carres.2007.05.001

Reference yield:

octyl 2,3-di-O-benzyl-4,6-O-benzylidene-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside (950602-72-9) → octyl 2,3,6-tri-O-benzyl-4-O-(methylthio)thiocarbonyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside (950602-76-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 3 percent / AlCl₃; LiAlH₄ / diethyl ether; CH₂Cl₂ / 20 °C

2.1: NaH; imidazole / tetrahydrofuran / 1 h

2.2: tetrahydrofuran / 1 h / 20 °C

2.3: 96 percent / tetrahydrofuran / 20 °C

With 1H-imidazole; lithium aluminium tetrahydride; aluminium trichloride; sodium hydride; In tetrahydrofuran; diethyl ether; dichloromethane;

DOI:10.1016/j.carres.2007.05.001

Reference yield:

octyl 3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside (950602-56-9) → octyl 2,3,6-tri-O-benzyl-4-O-(methylthio)thiocarbonyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside (950602-76-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 94 percent / NaH / dimethylformamide / 20 °C

2.1: 3 percent / AlCl₃; LiAlH₄ / diethyl ether; CH₂Cl₂ / 20 °C

3.1: NaH; imidazole / tetrahydrofuran / 1 h

3.2: tetrahydrofuran / 1 h / 20 °C

3.3: 96 percent / tetrahydrofuran / 20 °C

With 1H-imidazole; lithium aluminium tetrahydride; aluminium trichloride; sodium hydride; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.carres.2007.05.001

upstream raw materials:

octyl 2-O-acetyl-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside

octyl 3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside

octyl 2,3-di-O-benzyl-4,6-O-benzylidene-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside

octyl α-D-mannopyranoside

Downstream raw materials:

octyl 2,3,6-tri-O-benzyl-4-deoxy-α-D-lyxo-hexopyranosyl-(1->6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside

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