O-{2,3-di-O-benzoyl-4,6-O-[(R)-1-methoxycarbonyl(ethylidene)]-α-D-galactopyranosyl}-(1->3)-2,4,6-tri-O-benzoyl-β-D-glucopyranosyl-(1->3)-2-O-benzoyl-4,6-O-[(S)-1-methoxycarbonyl(ethylidene)]-α-D-glucopyranose

Base Information

Chemical Name:O-{2,3-di-O-benzoyl-4,6-O-[(R)-1-methoxycarbonyl(ethylidene)]-α-D-galactopyranosyl}-(1->3)-2,4,6-tri-O-benzoyl-β-D-glucopyranosyl-(1->3)-2-O-benzoyl-4,6-O-[(S)-1-methoxycarbonyl(ethylidene)]-α-D-glucopyranose
CAS No.:195063-79-7
Molecular Formula:C₆₈H₆₄O₂₆
Molecular Weight:1297.24
Hs Code.:

O-{2,3-di-O-benzoyl-4,6-O-[(R)-1-methoxycarbonyl(ethylidene)]-α-D-galactopyranosyl}-(1->3)-2,4,6-tri-O-benzoyl-β-D-glucopyranosyl-(1->3)-2-O-benzoyl-4,6-O-[(S)-1-methoxycarbonyl(ethylidene)]-α-D-glucopyranose

Synonyms:O-{2,3-di-O-benzoyl-4,6-O-[(R)-1-methoxycarbonyl(ethylidene)]-α-D-galactopyranosyl}-(1->3)-2,4,6-tri-O-benzoyl-β-D-glucopyranosyl-(1->3)-2-O-benzoyl-4,6-O-[(S)-1-methoxycarbonyl(ethylidene)]-α-D-glucopyranose

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Chemical Property of O-{2,3-di-O-benzoyl-4,6-O-[(R)-1-methoxycarbonyl(ethylidene)]-α-D-galactopyranosyl}-(1->3)-2,4,6-tri-O-benzoyl-β-D-glucopyranosyl-(1->3)-2-O-benzoyl-4,6-O-[(S)-1-methoxycarbonyl(ethylidene)]-α-D-glucopyranose

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Technology Process of O-{2,3-di-O-benzoyl-4,6-O-[(R)-1-methoxycarbonyl(ethylidene)]-α-D-galactopyranosyl}-(1->3)-2,4,6-tri-O-benzoyl-β-D-glucopyranosyl-(1->3)-2-O-benzoyl-4,6-O-[(S)-1-methoxycarbonyl(ethylidene)]-α-D-glucopyranose

There total 6 articles about O-{2,3-di-O-benzoyl-4,6-O-[(R)-1-methoxycarbonyl(ethylidene)]-α-D-galactopyranosyl}-(1->3)-2,4,6-tri-O-benzoyl-β-D-glucopyranosyl-(1->3)-2-O-benzoyl-4,6-O-[(S)-1-methoxycarbonyl(ethylidene)]-α-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:

: 72076-17-6
1,2,4,6-tetra-O-benzoyl-β-D-glucopyranoside

: 195063-79-7
O-{2,3-di-O-benzoyl-4,6-O-[(R)-1-methoxycarbonyl(ethylidene)]-α-D-galactopyranosyl}-(1->3)-2,4,6-tri-O-benzoyl-β-D-glucopyranosyl-(1->3)-2-O-benzoyl-4,6-O-[(S)-1-methoxycarbonyl(ethylidene)]-α-D-glucopyranose

Guidance literature:: Multi-step reaction with 5 steps

1: 87 percent / NaHCO₃ / dimethylformamide / 2 h / Ambient temperature

2: 93 percent / 30percent HBr / acetic acid; CH₂Cl₂ / 1.5 h / Ambient temperature

3: 85 percent / AgOTf, molecular sieves 3 Angstroem, 2,4,6-trimethylpyridine / CH₂Cl₂ / 0.58 h / Ambient temperature

4: 100 percent / thiourea / methanol; CH₂Cl₂ / 19 h / 60 °C

5: 1) trimethylsilyl trifluoromethanesulfonate, 2) H₂ / 2) 10percent Pd-C / 1) CH₃CN, -20 deg C, 0.5 h, 2) ethyl acetate, r.t., 48 h

With 2,4,6-trimethyl-pyridine; trimethylsilyl trifluoromethanesulfonate; 3 A molecular sieve; hydrogen bromide; hydrogen; silver trifluoromethanesulfonate; sodium hydrogencarbonate; thiourea; palladium on activated charcoal; In methanol; dichloromethane; acetic acid; N,N-dimethyl-formamide;
DOI:10.1002/prac.19973390196

Reference yield:

: 30572-03-3
1,2,4,6-tetra-O-benzoyl-3-O-chloroacetyl-β-D-glucopyranoside

: 195063-79-7
O-{2,3-di-O-benzoyl-4,6-O-[(R)-1-methoxycarbonyl(ethylidene)]-α-D-galactopyranosyl}-(1->3)-2,4,6-tri-O-benzoyl-β-D-glucopyranosyl-(1->3)-2-O-benzoyl-4,6-O-[(S)-1-methoxycarbonyl(ethylidene)]-α-D-glucopyranose

Guidance literature:: Multi-step reaction with 4 steps

1: 93 percent / 30percent HBr / acetic acid; CH₂Cl₂ / 1.5 h / Ambient temperature

2: 85 percent / AgOTf, molecular sieves 3 Angstroem, 2,4,6-trimethylpyridine / CH₂Cl₂ / 0.58 h / Ambient temperature

3: 100 percent / thiourea / methanol; CH₂Cl₂ / 19 h / 60 °C

4: 1) trimethylsilyl trifluoromethanesulfonate, 2) H₂ / 2) 10percent Pd-C / 1) CH₃CN, -20 deg C, 0.5 h, 2) ethyl acetate, r.t., 48 h

With 2,4,6-trimethyl-pyridine; trimethylsilyl trifluoromethanesulfonate; 3 A molecular sieve; hydrogen bromide; hydrogen; silver trifluoromethanesulfonate; thiourea; palladium on activated charcoal; In methanol; dichloromethane; acetic acid;
DOI:10.1002/prac.19973390196

Reference yield:

: 195063-71-9
2,4,6-tri-O-benzoyl-3-O-chloroacetyl-α-D-glucopyranosyl bromide

: 195063-79-7
O-{2,3-di-O-benzoyl-4,6-O-[(R)-1-methoxycarbonyl(ethylidene)]-α-D-galactopyranosyl}-(1->3)-2,4,6-tri-O-benzoyl-β-D-glucopyranosyl-(1->3)-2-O-benzoyl-4,6-O-[(S)-1-methoxycarbonyl(ethylidene)]-α-D-glucopyranose

Guidance literature:: Multi-step reaction with 3 steps

1: 85 percent / AgOTf, molecular sieves 3 Angstroem, 2,4,6-trimethylpyridine / CH₂Cl₂ / 0.58 h / Ambient temperature

2: 100 percent / thiourea / methanol; CH₂Cl₂ / 19 h / 60 °C

3: 1) trimethylsilyl trifluoromethanesulfonate, 2) H₂ / 2) 10percent Pd-C / 1) CH₃CN, -20 deg C, 0.5 h, 2) ethyl acetate, r.t., 48 h

With 2,4,6-trimethyl-pyridine; trimethylsilyl trifluoromethanesulfonate; 3 A molecular sieve; hydrogen; silver trifluoromethanesulfonate; thiourea; palladium on activated charcoal; In methanol; dichloromethane;
DOI:10.1002/prac.19973390196