pent-4-enyl 4-O-acetyl-3-O-allyl-6-O-benzyl-2-deoxy-2-phthalimido-β-D-galactopyranoside

Base Information

• Chemical Name: pent-4-enyl 4-O-acetyl-3-O-allyl-6-O-benzyl-2-deoxy-2-phthalimido-β-D-galactopyranoside
• CAS No.: 854911-49-2
• Molecular Formula: C₃₁H₃₅NO₈
• Molecular Weight: 549.621
• Mol file: 854911-49-2.mol

Synonyms:pent-4-enyl 4-O-acetyl-3-O-allyl-6-O-benzyl-2-deoxy-2-phthalimido-β-D-galactopyranoside

Chemical Property of pent-4-enyl 4-O-acetyl-3-O-allyl-6-O-benzyl-2-deoxy-2-phthalimido-β-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of pent-4-enyl 4-O-acetyl-3-O-allyl-6-O-benzyl-2-deoxy-2-phthalimido-β-D-galactopyranoside

There total 2 articles about pent-4-enyl 4-O-acetyl-3-O-allyl-6-O-benzyl-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: 92.0%

n-Pent-4-enyl alcohol (821-09-0) + ethyl 4-O-acetyl-3-O-allyl-6-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-galactopyranoside (419549-65-8) → pent-4-enyl 4-O-acetyl-3-O-allyl-6-O-benzyl-2-deoxy-2-phthalimido-β-D-galactopyranoside (854911-49-2)

Guidance literature:

With methyl trifluoromethanesulfonate; In dichloromethane; at 20 ℃; for 6h;

DOI:10.1135/cccc20041914

Reference yield:

ethyl 3-O-allyl-6-O-benzyl-2-deoxy-4-O-mesyl-2-phthalimido-1-thio-β-D-glucopyranoside (854911-47-0) → pent-4-enyl 4-O-acetyl-3-O-allyl-6-O-benzyl-2-deoxy-2-phthalimido-β-D-galactopyranoside (854911-49-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 65 percent / dimethylsulfoxide / 24 h / 130 °C

2: 92 percent / MeOTf / CH₂Cl₂ / 6 h / 20 °C

With methyl trifluoromethanesulfonate; In dichloromethane; dimethyl sulfoxide;

DOI:10.1135/cccc20041914

Reference yield: 81.0%

pent-4-enyl 4-O-acetyl-3-O-allyl-6-O-benzyl-2-deoxy-2-phthalimido-β-D-galactopyranoside (854911-49-2) → pent-4-enyl 3-O-allyl-6-O-benzyl-2-deoxy-2-phthalimido-β-D-galactopyranoside (854911-50-5)

Guidance literature:

With sodium methylate; In methanol; at 20 ℃; for 168h;

DOI:10.1135/cccc20041914

upstream raw materials:

n-Pent-4-enyl alcohol

ethyl 4-O-acetyl-3-O-allyl-6-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-galactopyranoside

ethyl 3-O-allyl-6-O-benzyl-2-deoxy-4-O-mesyl-2-phthalimido-1-thio-β-D-glucopyranoside

Downstream raw materials:

pent-4-enyl 3-O-allyl-6-O-benzyl-2-deoxy-2-phthalimido-β-D-galactopyranoside