.beta.-D-Galactopyranose, 1,6-dideoxy-2-O-(1,1-dimethylethyl)dimethylsilyl-1,6-epithio-3,4-O-(4-methoxyphenyl)methylene-

Base Information

• Chemical Name: .beta.-D-Galactopyranose, 1,6-dideoxy-2-O-(1,1-dimethylethyl)dimethylsilyl-1,6-epithio-3,4-O-(4-methoxyphenyl)methylene-
• CAS No.: 228115-68-2
• Molecular Formula: C₂₀H₃₀O₅SSi
• Molecular Weight: 410.607

Synonyms:.beta.-D-Galactopyranose, 1,6-dideoxy-2-O-(1,1-dimethylethyl)dimethylsilyl-1,6-epithio-3,4-O-(4-methoxyphenyl)methylene-

Chemical Property of .beta.-D-Galactopyranose, 1,6-dideoxy-2-O-(1,1-dimethylethyl)dimethylsilyl-1,6-epithio-3,4-O-(4-methoxyphenyl)methylene-

Chemical Property:

• PSA: 71.45000
• LogP: 4.33990

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of .beta.-D-Galactopyranose, 1,6-dideoxy-2-O-(1,1-dimethylethyl)dimethylsilyl-1,6-epithio-3,4-O-(4-methoxyphenyl)methylene-

There total 3 articles about .beta.-D-Galactopyranose, 1,6-dideoxy-2-O-(1,1-dimethylethyl)dimethylsilyl-1,6-epithio-3,4-O-(4-methoxyphenyl)methylene- 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:

p-Anisaldehyde dimethyl acetal (2186-92-7) → 1,6-anhydro-2-O-tert-butyldimethylsilyl-endo-3,4-O-p-methoxybenzylidene-6-thio-β-D-galactopyranose (228115-68-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 81 percent / p-toluenesulfonic acid monohydrate / dimethylformamide / 3 h

2: imidazole / dimethylformamide

With 1H-imidazole; toluene-4-sulfonic acid; In N,N-dimethyl-formamide; 1: acetalization / 2: silylation;

DOI:10.1016/S0040-4020(99)00327-0

Reference yield:

1,6-anhydro-6-thio-β-D-galactopyranose (13254-78-9) → 1,6-anhydro-2-O-tert-butyldimethylsilyl-endo-3,4-O-p-methoxybenzylidene-6-thio-β-D-galactopyranose (228115-68-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 81 percent / p-toluenesulfonic acid monohydrate / dimethylformamide / 3 h

2: imidazole / dimethylformamide

With 1H-imidazole; toluene-4-sulfonic acid; In N,N-dimethyl-formamide; 1: acetalization / 2: silylation;

DOI:10.1016/S0040-4020(99)00327-0

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) + 1,6-anhydro-endo-3,4-O-p-methoxybenzylidene-6-thio-β-D-galactopyranose (228115-65-9) → 1,6-anhydro-2-O-tert-butyldimethylsilyl-endo-3,4-O-p-methoxybenzylidene-6-thio-β-D-galactopyranose (228115-68-2)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(99)00327-0

upstream raw materials:

tert-butyldimethylsilyl chloride

1,6-anhydro-endo-3,4-O-p-methoxybenzylidene-6-thio-β-D-galactopyranose

p-Anisaldehyde dimethyl acetal

1,6-anhydro-6-thio-β-D-galactopyranose

Downstream raw materials:

4-O-acetyl-1,6-anhydro-2-O-tert-butyldimethylsilyl-6-thio-β-D-galactopyranose

4-O-acetyl-1,6-anhydro-2-O-tert-butyldimethylsilyl-3-O-p-methoxybenzyl-6-thio-β-D-galactopyranose

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