S-phenyl 4,6-O-benzylidene-2-O-methyl-3-O-(2-naphthylmethyl)-β-D-thiogalactopyranoside

Base Information

• Chemical Name: S-phenyl 4,6-O-benzylidene-2-O-methyl-3-O-(2-naphthylmethyl)-β-D-thiogalactopyranoside
• CAS No.: 950761-41-8
• Molecular Formula: C₃₁H₃₀O₅S
• Molecular Weight: 514.642

Synonyms:S-phenyl 4,6-O-benzylidene-2-O-methyl-3-O-(2-naphthylmethyl)-β-D-thiogalactopyranoside

Chemical Property of S-phenyl 4,6-O-benzylidene-2-O-methyl-3-O-(2-naphthylmethyl)-β-D-thiogalactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of S-phenyl 4,6-O-benzylidene-2-O-methyl-3-O-(2-naphthylmethyl)-β-D-thiogalactopyranoside

There total 3 articles about S-phenyl 4,6-O-benzylidene-2-O-methyl-3-O-(2-naphthylmethyl)-β-D-thiogalactopyranoside 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: 80.0%

S-phenyl 4,6-O-benzylidene-3-O-(2-naphthylmethyl)-β-D-thiogalactopyranoside (922182-99-8) + methyl iodide (74-88-4) → S-phenyl 4,6-O-benzylidene-2-O-methyl-3-O-(2-naphthylmethyl)-β-D-thiogalactopyranoside (950761-41-8)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at -15 - 20 ℃;

DOI:10.1021/jo070750s

Reference yield:

phenyl 4,6-di-O-benzylidene-1-thio-β-D-galactopyranoside (71676-30-7,87508-17-6,138922-03-9,87508-18-7) → S-phenyl 4,6-O-benzylidene-2-O-methyl-3-O-(2-naphthylmethyl)-β-D-thiogalactopyranoside (950761-41-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: Bu₂SnO / toluene / 4 h / Heating

1.2: 60 percent / CsF; TBAI / dimethylformamide / Heating

2.1: 80 percent / NaH / dimethylformamide; various solvent(s) / -15 - 20 °C

With sodium hydride; di(n-butyl)tin oxide; In N,N-dimethyl-formamide; toluene;

DOI:10.1021/jo070750s

Reference yield:

2-bromomethylnaphthyl bromide (939-26-4) → S-phenyl 4,6-O-benzylidene-2-O-methyl-3-O-(2-naphthylmethyl)-β-D-thiogalactopyranoside (950761-41-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: Bu₂SnO / toluene / 4 h / Heating

1.2: 60 percent / CsF; TBAI / dimethylformamide / Heating

2.1: 80 percent / NaH / dimethylformamide; various solvent(s) / -15 - 20 °C

With sodium hydride; di(n-butyl)tin oxide; In N,N-dimethyl-formamide; toluene;

DOI:10.1021/jo070750s

upstream raw materials:

S-phenyl 4,6-O-benzylidene-3-O-(2-naphthylmethyl)-β-D-thiogalactopyranoside

methyl iodide

phenyl 4,6-di-O-benzylidene-1-thio-β-D-galactopyranoside

2-bromomethylnaphthyl bromide

Downstream raw materials:

S-phenyl 2-O-methyl-3-O-(2-naphthylmethyl)-β-D-thiogalactopyranoside

S-phenyl 4-azido-4-deoxy-2-O-methyl-3-O-(2-naphthylmethyl)-β-D-thioquinovopyranoside

S-phenyl 2-O-methyl-3-O-(2-naphthylmethyl)-β-D-thiofucopyranoside

S-phenyl 2-O-methyl-3-O-(2-naphthylmethyl)-6-deoxy-6-phenylseleno-β-D-thiogalactopyranoside

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