methyl 2,3,4-tri-O-acetyl-6-thio-6-[2'-(methyl 2-phenylacetate)]-β-D-galactopyranoside

Base Information

• Chemical Name: methyl 2,3,4-tri-O-acetyl-6-thio-6-[2'-(methyl 2-phenylacetate)]-β-D-galactopyranoside
• CAS No.: 357953-00-5
• Molecular Formula: C₂₂H₂₈O₁₀S
• Molecular Weight: 484.524
• Mol file: 357953-00-5.mol

Synonyms:methyl 2,3,4-tri-O-acetyl-6-thio-6-[2'-(methyl 2-phenylacetate)]-β-D-galactopyranoside

Chemical Property of methyl 2,3,4-tri-O-acetyl-6-thio-6-[2'-(methyl 2-phenylacetate)]-β-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2,3,4-tri-O-acetyl-6-thio-6-[2'-(methyl 2-phenylacetate)]-β-D-galactopyranoside

There total 7 articles about methyl 2,3,4-tri-O-acetyl-6-thio-6-[2'-(methyl 2-phenylacetate)]-β-D-galactopyranoside 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:

bromo-phenyl-acetic acid methyl ester (37167-62-7,3042-81-7,61139-20-6) + Acetic acid (2S,3R,4S,5R,6R)-3,5-diacetoxy-2-mercaptomethyl-6-methoxy-tetrahydro-pyran-4-yl ester → methyl 2,3,4-tri-O-acetyl-6-thio-6-[2'-(methyl 2-phenylacetate)]-β-D-galactopyranoside (357953-00-5)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 4h;

DOI:10.1021/jm0100887

Reference yield:

methyl 2,3,4-tri-O-acetyl-6-O-p-toluenesulfonyl-β-D-galactopyranoside (112716-28-6) → methyl 2,3,4-tri-O-acetyl-6-thio-6-[2'-(methyl 2-phenylacetate)]-β-D-galactopyranoside (357953-00-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 77 percent / acetone / 48 h / Heating

2: H₂NNH₂*AcOH / dimethylformamide / 0.5 h

3: Et₃N / dimethylformamide / 4 h / 20 °C

With hydrazinium monoacetate; triethylamine; In N,N-dimethyl-formamide; acetone;

DOI:10.1021/jm0100887

Reference yield:

methyl beta-D-galactopyranoside (1824-94-8) → methyl 2,3,4-tri-O-acetyl-6-thio-6-[2'-(methyl 2-phenylacetate)]-β-D-galactopyranoside (357953-00-5)

Guidance literature:

Multi-step reaction with 5 steps

1: pyridine / 2.5 h / 0 °C

2: pyridine / 16 h / 20 °C

3: 77 percent / acetone / 48 h / Heating

4: H₂NNH₂*AcOH / dimethylformamide / 0.5 h

5: Et₃N / dimethylformamide / 4 h / 20 °C

With pyridine; hydrazinium monoacetate; triethylamine; In N,N-dimethyl-formamide; acetone;

DOI:10.1021/jm0100887

upstream raw materials:

bromo-phenyl-acetic acid methyl ester

methyl 2,3,5-tri-O-acetyl-6-S-acetyl-6-thio-β-D-galactopyranoside

methyl 2,3,4-tri-O-acetyl-6-O-p-toluenesulfonyl-β-D-galactopyranoside

methyl beta-D-galactopyranoside