allyl 2,4-di-O-acetyl-6-O-(tert-butyldiphenylsilyl)-α-L-galactopyranoside

Base Information

• Chemical Name: allyl 2,4-di-O-acetyl-6-O-(tert-butyldiphenylsilyl)-α-L-galactopyranoside
• CAS No.: 821794-30-3
• Molecular Formula: C₂₉H₃₈O₈Si
• Molecular Weight: 542.701

Synonyms:allyl 2,4-di-O-acetyl-6-O-(tert-butyldiphenylsilyl)-α-L-galactopyranoside

Chemical Property of allyl 2,4-di-O-acetyl-6-O-(tert-butyldiphenylsilyl)-α-L-galactopyranoside

Chemical Property:

Purity/Quality:

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Technology Process of allyl 2,4-di-O-acetyl-6-O-(tert-butyldiphenylsilyl)-α-L-galactopyranoside

There total 6 articles about allyl 2,4-di-O-acetyl-6-O-(tert-butyldiphenylsilyl)-α-L-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:

Acetic acid (3aR,4S,6R,7S,7aR)-6-allyloxy-4-(tert-butyl-diphenyl-silanyloxymethyl)-2-methoxy-2-methyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl ester → allyl 2,4-di-O-acetyl-6-O-(tert-butyldiphenylsilyl)-α-L-galactopyranoside (821794-30-3)

Guidance literature:

With acetic acid; at 40 ℃; for 0.25h;

DOI:10.1002/ejoc.200400255

Reference yield:

aldehydo-L-Galactose (15572-79-9) → allyl 2,4-di-O-acetyl-6-O-(tert-butyldiphenylsilyl)-α-L-galactopyranoside (821794-30-3)

Guidance literature:

Multi-step reaction with 7 steps

1: 30 percent / acetyl chloride / 70 °C

2: 97 percent / pyridine; Et₃N / CH₂Cl₂ / 20 °C

3: p-toluenesulfonic acid / dimethylformamide / 3 h / pH 3

4: 0.33 mg / pyridine / 20 °C

5: trifluoroacetic acid; H₂O / CH₂Cl₂ / 3 h

6: p-toluenesulfonic acid / CH₂Cl₂ / 20 °C / pH 3

7: 0.15 g / aq. acetic acid / 0.25 h / 40 °C

With pyridine; water; toluene-4-sulfonic acid; acetic acid; triethylamine; acetyl chloride; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1002/ejoc.200400255

Reference yield:

allyl α-L-galactopyranoside (821794-27-8,821794-45-0) → allyl 2,4-di-O-acetyl-6-O-(tert-butyldiphenylsilyl)-α-L-galactopyranoside (821794-30-3)

Guidance literature:

Multi-step reaction with 6 steps

1: 97 percent / pyridine; Et₃N / CH₂Cl₂ / 20 °C

2: p-toluenesulfonic acid / dimethylformamide / 3 h / pH 3

3: 0.33 mg / pyridine / 20 °C

4: trifluoroacetic acid; H₂O / CH₂Cl₂ / 3 h

5: p-toluenesulfonic acid / CH₂Cl₂ / 20 °C / pH 3

6: 0.15 g / aq. acetic acid / 0.25 h / 40 °C

With pyridine; water; toluene-4-sulfonic acid; acetic acid; triethylamine; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1002/ejoc.200400255

upstream raw materials:

aldehydo-L-Galactose

allyl α-L-galactopyranoside

allyl 6-O-(tert-butyldiphenylsilyl)-α-L-galactopyranoside

Acetic acid (2R,3S,4R,5S,6S)-2-allyloxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-4,5-dihydroxy-tetrahydro-pyran-3-yl ester

Downstream raw materials:

allyl (4,6-di-O-acetyl-3-O-allyloxycarbonyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->3)-2,4-di-O-acetyl-6-O-(tert-butyldiphenylsilyl)-α-L-galactopyranoside

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