methyl-2,3,4,6-tetra-O-benzyl-7-(dimethylphenyl-silyl)-L-glycero-α-Dmanno-heptopyranoside

Base Information

• Chemical Name: methyl-2,3,4,6-tetra-O-benzyl-7-(dimethylphenyl-silyl)-L-glycero-α-Dmanno-heptopyranoside
• CAS No.: 122588-57-2
• Molecular Formula: C₄₄H₅₀O₆Si
• Molecular Weight: 702.963

Synonyms:methyl-2,3,4,6-tetra-O-benzyl-7-(dimethylphenyl-silyl)-L-glycero-α-Dmanno-heptopyranoside

Chemical Property of methyl-2,3,4,6-tetra-O-benzyl-7-(dimethylphenyl-silyl)-L-glycero-α-Dmanno-heptopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of methyl-2,3,4,6-tetra-O-benzyl-7-(dimethylphenyl-silyl)-L-glycero-α-Dmanno-heptopyranoside

There total 5 articles about methyl-2,3,4,6-tetra-O-benzyl-7-(dimethylphenyl-silyl)-L-glycero-α-Dmanno-heptopyranoside 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: 95.0%

benzyl bromide (100-39-0) + methyl-2,3,4-tri-O-benzyl-7-(Si-dimethylphenyl-silyl)-L-glycero-α-Dmanno-heptopyranoside (122588-55-0) → methyl-2,3,4,6-tetra-O-benzyl-7-(dimethylphenyl-silyl)-L-glycero-α-Dmanno-heptopyranoside (122588-57-2)

Guidance literature:

With sodium hydride; tetra-(n-butyl)ammonium iodide; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

DOI:10.1016/S0040-4039(00)95167-0

Reference yield:

methyl 2,3,4-tri-O-benzyl-α-D-manno-hexodialdo-1,5-pyranoside (40653-15-4) → methyl-2,3,4,6-tetra-O-benzyl-7-(dimethylphenyl-silyl)-L-glycero-α-Dmanno-heptopyranoside (122588-57-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / tetrahydrofuran / 1.5 h / 0 °C

2: 95 percent / NaH / tetrabutylammonium iodide / dimethylformamide / 1 h / 20 °C

With sodium hydride; tetra-(n-butyl)ammonium iodide; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)95167-0

Reference yield:

[(dimethylphenylsilyl)methyl]magnesium chloride (107735-20-6) → methyl-2,3,4,6-tetra-O-benzyl-7-(dimethylphenyl-silyl)-L-glycero-α-Dmanno-heptopyranoside (122588-57-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / tetrahydrofuran / 1.5 h / 0 °C

2: 95 percent / NaH / tetrabutylammonium iodide / dimethylformamide / 1 h / 20 °C

With sodium hydride; tetra-(n-butyl)ammonium iodide; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)95167-0

upstream raw materials:

benzyl bromide

methyl-2,3,4-tri-O-benzyl-7-(Si-dimethylphenyl-silyl)-L-glycero-α-Dmanno-heptopyranoside

methyl 2,3,4-tri-O-benzyl-α-D-manno-hexodialdo-1,5-pyranoside

[(dimethylphenylsilyl)methyl]magnesium chloride

Downstream raw materials:

methyl 2,3,4,6-tetra-O-benzyl-7-O-dibenzyloxyphosphoryl-L-glycero-α-D-manno-heptopyranoside

(2S,3S,4S,5R,6R)-3,4,5-Tris-benzyloxy-2-methoxy-6-vinyl-tetrahydro-pyran

methyl 2,3,4,6-tetra-O-benzyl-L-glycero-α-D-manno-heptopyranoside

methyl-2,3,4-tri-O-benzyl-7-(Si-dimethylphenyl-silyl)-L-glycero-α-Dmanno-heptopyranoside

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