methyl (allyl 2-O-benzyl-β-D-galactopyranosid)uronate

Base Information

• Chemical Name: methyl (allyl 2-O-benzyl-β-D-galactopyranosid)uronate
• CAS No.: 311797-08-7
• Molecular Formula: C₁₇H₂₂O₇
• Molecular Weight: 338.357
• Mol file: 311797-08-7.mol

Synonyms:methyl (allyl 2-O-benzyl-β-D-galactopyranosid)uronate

Chemical Property of methyl (allyl 2-O-benzyl-β-D-galactopyranosid)uronate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (allyl 2-O-benzyl-β-D-galactopyranosid)uronate

There total 7 articles about methyl (allyl 2-O-benzyl-β-D-galactopyranosid)uronate 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%

methyl (allyl 2-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosid)uronate (311797-06-5) → methyl (allyl 2-O-benzyl-β-D-galactopyranosid)uronate (311797-08-7)

Guidance literature:

With water; trifluoroacetic acid; In acetic acid; at 20 ℃; for 1h;

DOI:10.1080/07328300008544125

Reference yield:

methyl (allyl β-D-galactopyranoside)uronate (119752-47-5,141520-78-7,130506-37-5) → methyl (allyl 2-O-benzyl-β-D-galactopyranosid)uronate (311797-08-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 92 percent / p-TsOH*H₂O / acetone / 24 h / 20 °C

2: 76 percent / trifluoromethanesulfonic acid / CH₂Cl₂; heptane / 15 h / 20 °C

3: 80 percent / TFA; H₂O / acetic acid / 1 h / 20 °C

With trifluorormethanesulfonic acid; water; toluene-4-sulfonic acid; trifluoroacetic acid; In n-heptane; dichloromethane; acetic acid; acetone; 1: Substitution / 2: Alkylation / 3: Hydrolysis;

DOI:10.1080/07328300008544125

Reference yield:

methyl (allyl 2,3,4-tri-O-acetyl-β-D-galactopyranosid)uronate (130506-36-4) → methyl (allyl 2-O-benzyl-β-D-galactopyranosid)uronate (311797-08-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 90 percent / hydrochloric acid / methanol / 24 h / 20 °C

2: 92 percent / p-TsOH*H₂O / acetone / 24 h / 20 °C

3: 76 percent / trifluoromethanesulfonic acid / CH₂Cl₂; heptane / 15 h / 20 °C

4: 80 percent / TFA; H₂O / acetic acid / 1 h / 20 °C

With hydrogenchloride; trifluorormethanesulfonic acid; water; toluene-4-sulfonic acid; trifluoroacetic acid; In methanol; n-heptane; dichloromethane; acetic acid; acetone; 1: Deacetylation / 2: Substitution / 3: Alkylation / 4: Hydrolysis;

DOI:10.1080/07328300008544125

upstream raw materials:

methyl (allyl 2-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosid)uronate

methyl (allyl β-D-galactopyranoside)uronate

methyl (allyl 2,3,4-tri-O-acetyl-β-D-galactopyranosid)uronate

1,2,3,4-tetra-O-acetyl-α-D-galactopyranosiduronic acid

Downstream raw materials:

methyl (methyl 2,3-di-O-benzyl-4-O-p-methoxybenzyl-α-D-galactopyranosyluronate)-(1->4)-(allyl 2,3-di-O-benzyl-β-D-galactopyranosid)uronate

methyl (methyl 4-O-acetyl-2,3-di-O-benzyl-α-D-galactopyranosyluronate)-(1->4)-(allyl 2,3-di-O-benzyl-β-D-galactopyranosid)uronate

methyl (methyl 2,3-di-O-benzyl-α-D-galactopyranosyluronate)-(1->4)-(allyl 2,3-di-O-benzyl-β-D-galactopyranosid)uronate

methyl (allyl 2,3-di-O-benzyl-β-D-galactopyranosid)uronate