3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-α,β-D-galactopyranosyl bromide

Base Information

• Chemical Name: 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-α,β-D-galactopyranosyl bromide
• CAS No.: 110455-06-6
• Molecular Formula: C₂₀H₂₀BrNO₉
• Molecular Weight: 498.284
• Mol file: 110455-06-6.mol

Synonyms:3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-α,β-D-galactopyranosyl bromide

Chemical Property of 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-α,β-D-galactopyranosyl bromide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-α,β-D-galactopyranosyl bromide

There total 1 articles about 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-α,β-D-galactopyranosyl bromide 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:

phthalic anhydride (85-44-9) → 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-α,β-D-galactopyranosyl bromide (110455-06-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) H₂; 2.) Et₃N / 1.) 10percent Pd/C / 1.) ethyl acetate, 72 h; 2.) ethyl acetate, 50 deg C, 3 h; 3.) pyridine, 20 deg C, 18 h

2: 94 percent / TiBr₄ / CH₂Cl₂; ethyl acetate / 4 h

With hydrogen; titanium(IV) bromide; triethylamine; palladium on activated charcoal; In dichloromethane; ethyl acetate;

DOI:10.1016/0008-6215(85)85148-X

Reference yield: 94.0%

3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-α,β-D-galactopyranosyl bromide (110455-06-6) + (2S,4aR,6R,8R,8aR)-6-Allyloxy-7-azido-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol + benzyl chloride (100-44-7) → Acetic acid (2R,3R,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-6-((2R,3R,4R,5R,6R)-2-allyloxy-3-azido-5-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-4-yloxy)-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-tetrahydro-pyran-4-yl ester

Guidance literature:

With silver trifluoromethanesulfonate; In 1,2-dichloro-ethane;

DOI:10.1016/S0040-4039(01)93814-6

Reference yield: 86.0%

benzyl O--(2-3)-2,6-di-O-benzyl-β-D-galactopyranoside (96520-15-9) + 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-α,β-D-galactopyranosyl bromide (110455-06-6) → C67H76N2O27 (128367-96-4)

Guidance literature:

With molecular sieve; silver trifluoromethanesulfonate; In dichloromethane;

DOI:10.1016/S0040-4039(00)88826-7

upstream raw materials:

phthalic anhydride

Downstream raw materials:

benzyl-O-(3,4,6-tri-O-acetyl-2-desoxy-2-phthalimido-β-D-galactopyranosyl)-(1-4)-O-(2,6-di-O-benzyl-β-D-galactopyranosyl)-(1-4)-2,3,6-tri-O-benzyl-β-D-glucopyranosid

benzyl-O-(3,4,6-tri-O-acetyl-2-desoxy-2-phthalimido-β-D-galactopyranosyl)-(1-3)-O-(2,6-di-O-benzyl-β-D-galactopyranosyl)-(1-4)-2,3,6-tri-O-benzyl-β-D-glucopyranosid

C₆₇H₇₆N₂O₂₇

2-(Trimethylsilyl)ethyl O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-galactopyranosyl)-(1->4)-O-(2,3,6-tri-O-benzyl-β-D-galactopyranosyl)-(1->4)-O-2,3,6-tri-O-benzyl-β-D-glucopyranoside