benzyl O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-(1->3)-O-(2,4,6-tri-O-benzoyl-β-D-galactopyranosyl)-(1->4)-β-D-xylopyranoside

Base Information

Chemical Name:benzyl O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-(1->3)-O-(2,4,6-tri-O-benzoyl-β-D-galactopyranosyl)-(1->4)-β-D-xylopyranoside
CAS No.:152088-88-5
Molecular Formula:C₇₃H₆₄O₂₂
Molecular Weight:1293.3
Hs Code.:

Synonyms:

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Chemical Property of benzyl O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-(1->3)-O-(2,4,6-tri-O-benzoyl-β-D-galactopyranosyl)-(1->4)-β-D-xylopyranoside

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Technology Process of benzyl O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-(1->3)-O-(2,4,6-tri-O-benzoyl-β-D-galactopyranosyl)-(1->4)-β-D-xylopyranoside

There total 7 articles about benzyl O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-(1->3)-O-(2,4,6-tri-O-benzoyl-β-D-galactopyranosyl)-(1->4)-β-D-xylopyranoside 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:

: 98-88-4
benzoyl chloride

: 152088-88-5
benzyl O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-(1->3)-O-(2,4,6-tri-O-benzoyl-β-D-galactopyranosyl)-(1->4)-β-D-xylopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: 4-dimethylaminopyridine, pyridine / 1 h / Ambient temperature

2: p-TsOH*H₂O, 10percent Pd-C / methanol; H₂O / 6 h / Heating

3: 1) activated 4A molecular sieves, 2) trimethylsilyl triflate / 1) 1,2-dichloroethane, r.t., 2) toluene, 0 degC, 45 min

4: H₂ / 10percent Pd-C / ethyl acetate / 24 h

5: 1,8-diazabicyclo<5,4,0>undec-7-ene / CH₂Cl₂ / 0.5 h / Ambient temperature

6: 1) activated 4A molecular sieves, 2) trimethylsilyl triflate / 1) toluene, r.t., 2) toluene, -20 degC, 15 min

7: aq. 60percent AcOH / 0.33 h / 100 °C

With pyridine; dmap; palladium on activated charcoal; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; hydrogen; toluene-4-sulfonic acid; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; palladium on activated charcoal; In methanol; dichloromethane; water; ethyl acetate;
DOI:10.1016/0008-6215(83)85009-5

Reference yield:

: 78780-59-3
benzyl 3-O-allyl-β-D-galactopyranoside

: 152088-88-5
benzyl O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-(1->3)-O-(2,4,6-tri-O-benzoyl-β-D-galactopyranosyl)-(1->4)-β-D-xylopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: 4-dimethylaminopyridine, pyridine / 1 h / Ambient temperature

2: p-TsOH*H₂O, 10percent Pd-C / methanol; H₂O / 6 h / Heating

3: 1) activated 4A molecular sieves, 2) trimethylsilyl triflate / 1) 1,2-dichloroethane, r.t., 2) toluene, 0 degC, 45 min

4: H₂ / 10percent Pd-C / ethyl acetate / 24 h

5: 1,8-diazabicyclo<5,4,0>undec-7-ene / CH₂Cl₂ / 0.5 h / Ambient temperature

6: 1) activated 4A molecular sieves, 2) trimethylsilyl triflate / 1) toluene, r.t., 2) toluene, -20 degC, 15 min

7: aq. 60percent AcOH / 0.33 h / 100 °C

With pyridine; dmap; palladium on activated charcoal; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; hydrogen; toluene-4-sulfonic acid; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; palladium on activated charcoal; In methanol; dichloromethane; water; ethyl acetate;
DOI:10.1016/0008-6215(83)85009-5

Reference yield:

: 152088-85-2
benzyl 2,4,6-tri-O-benzoyl-β-D-galactopyranoside

: 152088-88-5
benzyl O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-(1->3)-O-(2,4,6-tri-O-benzoyl-β-D-galactopyranosyl)-(1->4)-β-D-xylopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 1) activated 4A molecular sieves, 2) trimethylsilyl triflate / 1) 1,2-dichloroethane, r.t., 2) toluene, 0 degC, 45 min

2: H₂ / 10percent Pd-C / ethyl acetate / 24 h

3: 1,8-diazabicyclo<5,4,0>undec-7-ene / CH₂Cl₂ / 0.5 h / Ambient temperature

4: 1) activated 4A molecular sieves, 2) trimethylsilyl triflate / 1) toluene, r.t., 2) toluene, -20 degC, 15 min

5: aq. 60percent AcOH / 0.33 h / 100 °C

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; hydrogen; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; palladium on activated charcoal; In dichloromethane; ethyl acetate;
DOI:10.1016/0008-6215(83)85009-5