p-methoxyphenyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->3)-2-deoxy-2-phthalimido-β-D-galactopyranoside

Base Information

• Chemical Name: p-methoxyphenyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->3)-2-deoxy-2-phthalimido-β-D-galactopyranoside
• CAS No.: 918789-94-3
• Molecular Formula: C₃₃H₃₇NO₁₅
• Molecular Weight: 687.654

Synonyms:p-methoxyphenyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->3)-2-deoxy-2-phthalimido-β-D-galactopyranoside

Chemical Property of p-methoxyphenyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->3)-2-deoxy-2-phthalimido-β-D-galactopyranoside

Chemical Property:

Purity/Quality:

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Technology Process of p-methoxyphenyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->3)-2-deoxy-2-phthalimido-β-D-galactopyranoside

There total 3 articles about p-methoxyphenyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->3)-2-deoxy-2-phthalimido-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: 85.1%

p-methoxyphenyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->3)-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-galactopyranoside → p-methoxyphenyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->3)-2-deoxy-2-phthalimido-β-D-galactopyranoside (918789-94-3)

Guidance literature:

With acetic acid; In water; at 90 ℃; for 8h;

DOI:10.1016/j.carres.2006.09.018

Reference yield:

2-[(2R,4aR,6S,7R,8R,8aR)-8-Hydroxy-6-(4-methoxy-phenoxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-isoindole-1,3-dione → p-methoxyphenyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->3)-2-deoxy-2-phthalimido-β-D-galactopyranoside (918789-94-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / TMSOTf; 4 Angstroem molecular sieves / CH₂Cl₂ / 1 h / -40 °C

2: 85.1 percent / acetic acid / H₂O / 8 h / 90 °C

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; acetic acid; In dichloromethane; water;

DOI:10.1016/j.carres.2006.09.018

Reference yield:

2,3,4-tri-O-acetyl-L-rhamnopyranosyl trichloroacetimidate (113893-72-4) → p-methoxyphenyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->3)-2-deoxy-2-phthalimido-β-D-galactopyranoside (918789-94-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / TMSOTf; 4 Angstroem molecular sieves / CH₂Cl₂ / 1 h / -40 °C

2: 85.1 percent / acetic acid / H₂O / 8 h / 90 °C

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; acetic acid; In dichloromethane; water;

DOI:10.1016/j.carres.2006.09.018

upstream raw materials:

2,3,4-tri-O-acetyl-L-rhamnopyranosyl trichloroacetimidate

Downstream raw materials:

p-methoxyphenyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->3)-4,6-di-O-acetyl-2-deoxy-2-phthalimido-β-D-galactopyranoside

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