4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranose

Base Information

• Chemical Name: 4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranose
• CAS No.: 89067-90-3
• Molecular Formula: C₃₀H₂₉NO₈
• Molecular Weight: 531.562
• Mol file: 89067-90-3.mol

Synonyms:4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranose

Chemical Property of 4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranose

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranose

There total 18 articles about 4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranose 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%

1-propenyl 4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-α-D-glucopyranoside (82185-89-5) → 4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-α,β-D-glucopyranose (89067-90-3,92517-05-0,112929-43-8,112929-44-9)

Guidance literature:

With mercury dichloride; In water; acetone; for 0.5h; Ambient temperature;

DOI:10.1016/0008-6215(84)85414-2

Reference yield: 83.0%

allyl 4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside (89067-89-0) → 4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-α,β-D-glucopyranose (89067-90-3,92517-05-0,112929-43-8,112929-44-9)

Guidance literature:

With sodium acetate; acetic acid; palladium dichloride; at 70 ℃; for 2h;

DOI:10.1016/0008-6215(90)84222-G

Reference yield: 60.0%

allyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside (63064-54-0) + 4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-α,β-D-glucopyranosyl chloride (140385-12-2) → 4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-α,β-D-glucopyranose (89067-90-3,92517-05-0,112929-43-8,112929-44-9) + 1,4-di-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-α,β-D-glucopyranose (82185-88-4) + allyl 2-acetamido-4-O-(4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside (82185-92-0)

Guidance literature:

With 2,4,6-trimethyl-pyridine; 4 A molecular sieve; silver trifluoromethanesulfonate; In dichloromethane;

DOI:10.1016/0008-6215(84)85414-2

upstream raw materials:

allyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside

4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-α,β-D-glucopyranosyl chloride

allyl 4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Acetic acid (2R,3S,4R,5R,6S)-4-benzyloxy-2-benzyloxymethyl-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-6-[((E)-propenyl)oxy]-tetrahydro-pyran-3-yl ester

Downstream raw materials:

4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-α,β-D-glucopyranosyl chloride

4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl chloride

4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-α-D-glucopyranosyl chloride

4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl trichloroacetimidate