benzyl 2,3,5,6-tetra-O-benzoyl-β-D-galactofuranosyl-(1->3)-2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside

Base Information

Chemical Name:benzyl 2,3,5,6-tetra-O-benzoyl-β-D-galactofuranosyl-(1->3)-2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside
CAS No.:226211-27-4
Molecular Formula:C₅₆H₅₁NO₁₅
Molecular Weight:978.019
Hs Code.:

Synonyms:benzyl 2,3,5,6-tetra-O-benzoyl-β-D-galactofuranosyl-(1->3)-2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of benzyl 2,3,5,6-tetra-O-benzoyl-β-D-galactofuranosyl-(1->3)-2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside

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Technology Process of benzyl 2,3,5,6-tetra-O-benzoyl-β-D-galactofuranosyl-(1->3)-2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside

There total 4 articles about benzyl 2,3,5,6-tetra-O-benzoyl-β-D-galactofuranosyl-(1->3)-2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside 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: 82.0%

: 78246-81-8
benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside

: 226211-26-3
O-(2,3,5,6-tetra-O-benzoyl-β-D-galactofuranosyl)-trichloroacetimidate

: 226211-27-4
benzyl 2,3,5,6-tetra-O-benzoyl-β-D-galactofuranosyl-(1->3)-2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In dichloromethane; acetonitrile; at -20 ℃; for 1h;
DOI:10.1021/ol9905811

Reference yield:

: 138811-45-7
1,2,3,5,6-penta-O-benzoyl-D-galactofuranose

: 226211-27-4
benzyl 2,3,5,6-tetra-O-benzoyl-β-D-galactofuranosyl-(1->3)-2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: aq. HBr / acetic acid / 2 h / 20 °C

2: 0.99 g / aq. Ag₂CO₃ / acetone / 0.67 h / 40 °C

3: 85 percent / DBU / CH₂Cl₂ / 0.5 h / 0 °C

4: 82 percent / TMSOTf; 4 Angstroem molecular sieves / CH₂Cl₂; acetonitrile / 1 h / -20 °C

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; hydrogen bromide; 1,8-diazabicyclo[5.4.0]undec-7-ene; silver carbonate; In dichloromethane; acetic acid; acetone; acetonitrile;
DOI:10.1021/ol9905811

Reference yield:

: 5531-48-6,5531-49-7,5531-50-0,5595-67-5,5636-01-1,108223-94-5
2,3,5,6-tetra-O-benzoyl-D-galactofuranose

: 226211-27-4
benzyl 2,3,5,6-tetra-O-benzoyl-β-D-galactofuranosyl-(1->3)-2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 85 percent / DBU / CH₂Cl₂ / 0.5 h / 0 °C

2: 82 percent / TMSOTf; 4 Angstroem molecular sieves / CH₂Cl₂; acetonitrile / 1 h / -20 °C

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; acetonitrile;
DOI:10.1021/ol9905811