allyl 3-O-(3,4,6-tri-O-benzoyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-4-O-benzyl-α-L-rhamnopyranoside

Base Information

• Chemical Name: allyl 3-O-(3,4,6-tri-O-benzoyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-4-O-benzyl-α-L-rhamnopyranoside
• CAS No.: 142545-57-1
• Molecular Formula: C₅₁H₄₇NO₁₄
• Molecular Weight: 897.932
• Mol file: 142545-57-1.mol

Synonyms:allyl 3-O-(3,4,6-tri-O-benzoyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-4-O-benzyl-α-L-rhamnopyranoside

Chemical Property of allyl 3-O-(3,4,6-tri-O-benzoyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-4-O-benzyl-α-L-rhamnopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of allyl 3-O-(3,4,6-tri-O-benzoyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-4-O-benzyl-α-L-rhamnopyranoside

There total 5 articles about allyl 3-O-(3,4,6-tri-O-benzoyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-4-O-benzyl-α-L-rhamnopyranoside 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: 76.0%

allyl 3-O-(3,4,6-tri-O-benzoyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-2-O-acetyl-4-O-benzyl-α-L-rhamnopyranoside (142545-56-0) → allyl 3-O-(3,4,6-tri-O-benzoyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-4-O-benzyl-α-L-rhamnopyranoside (142545-57-1)

Guidance literature:

With hydrogenchloride; In dichloromethane; for 72h; Ambient temperature;

DOI:10.1016/0008-6215(92)84133-D

Reference yield:

allyl 2-O-acetyl-4-O-benzyl-α-L-rhamnopyranoside (134136-22-4) → allyl 3-O-(3,4,6-tri-O-benzoyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-4-O-benzyl-α-L-rhamnopyranoside (142545-57-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) 4 Angstroem mol. sieves, CF₃SO₃Ag, 2.) collidine / 1.) CH₂Cl₂, r.t., 40 min, 2.) CH₂Cl₂, -30 deg C to r.t., 8 h

2: 76 percent / methanolic HCl / CH₂Cl₂ / 72 h / Ambient temperature

With 2,3,5-trimethyl-pyridine; hydrogenchloride; 4 A molecular sieve; silver trifluoromethanesulfonate; In dichloromethane;

DOI:10.1016/0008-6215(92)84133-D

Reference yield:

3,4,6-tri-O-benzoyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl bromide (142545-55-9) → allyl 3-O-(3,4,6-tri-O-benzoyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-4-O-benzyl-α-L-rhamnopyranoside (142545-57-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) 4 Angstroem mol. sieves, CF₃SO₃Ag, 2.) collidine / 1.) CH₂Cl₂, r.t., 40 min, 2.) CH₂Cl₂, -30 deg C to r.t., 8 h

2: 76 percent / methanolic HCl / CH₂Cl₂ / 72 h / Ambient temperature

With 2,3,5-trimethyl-pyridine; hydrogenchloride; 4 A molecular sieve; silver trifluoromethanesulfonate; In dichloromethane;

DOI:10.1016/0008-6215(92)84133-D

upstream raw materials:

allyl 3-O-(3,4,6-tri-O-benzoyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-2-O-acetyl-4-O-benzyl-α-L-rhamnopyranoside

allyl 2-O-acetyl-4-O-benzyl-α-L-rhamnopyranoside

3,4,6-tri-O-benzoyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl bromide

1,3,4,6-tetra-O-benzoyl-2-deoxy-2-phthalimido-β-D-glucopyranose