phenyl 6-O-benzoyl-2-deoxy-2-phthalimido-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-1-thio-β-D-glucopyranoside

Base Information

Chemical Name:phenyl 6-O-benzoyl-2-deoxy-2-phthalimido-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-1-thio-β-D-glucopyranoside
CAS No.:181023-18-7
Molecular Formula:C₄₁H₄₁NO₁₆S
Molecular Weight:835.84
Hs Code.:

Synonyms:phenyl 6-O-benzoyl-2-deoxy-2-phthalimido-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-1-thio-β-D-glucopyranoside

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Chemical Property of phenyl 6-O-benzoyl-2-deoxy-2-phthalimido-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-1-thio-β-D-glucopyranoside

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Technology Process of phenyl 6-O-benzoyl-2-deoxy-2-phthalimido-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-1-thio-β-D-glucopyranoside

There total 3 articles about phenyl 6-O-benzoyl-2-deoxy-2-phthalimido-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-1-thio-β-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: 70.0%

: 181023-17-6
phenyl 6-O-benzoyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

: 4163-45-5
2,3,4,6-tetra-O-acetyl-β-galactopyranosyl fluoride

: 181023-18-7
phenyl 6-O-benzoyl-2-deoxy-2-phthalimido-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-1-thio-β-D-glucopyranoside

Guidance literature:: With 4 A molecular sieve; silver trifluoromethanesulfonate; tin(ll) chloride; In dichloromethane; toluene; at -15 - 20 ℃; for 2h;
DOI:10.1016/S0957-4166(98)00246-8

Reference yield:

: 136882-36-5,79528-50-0
2-((2S,3R,4R,5S,6R)-4,5-Dihydroxy-6-hydroxymethyl-2-phenylsulfanyl-tetrahydro-pyran-3-yl)-isoindole-1,3-dione

: 181023-18-7
phenyl 6-O-benzoyl-2-deoxy-2-phthalimido-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) (Bu₃Sn)2O / 1.) toluene, reflux, 15 h, 2.) toluene, RT, 5 h

2: 70 percent / AgOTf, SnCl₂, molecular sieves 4 Angstroem / toluene; CH₂Cl₂ / 2 h / -15 - 20 °C

With 4 A molecular sieve; silver trifluoromethanesulfonate; bis(tri-n-butyltin)oxide; tin(ll) chloride; In dichloromethane; toluene;
DOI:10.1016/S0957-4166(98)00246-8

Reference yield:

: 79528-49-7
phenyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

: 181023-18-7
phenyl 6-O-benzoyl-2-deoxy-2-phthalimido-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: NaOMe, MeOH / 2 h / Ambient temperature

2: 1.) (Bu₃Sn)2O / 1.) toluene, reflux, 15 h, 2.) toluene, RT, 5 h

3: 70 percent / AgOTf, SnCl₂, molecular sieves 4 Angstroem / toluene; CH₂Cl₂ / 2 h / -15 - 20 °C

With methanol; 4 A molecular sieve; sodium methylate; silver trifluoromethanesulfonate; bis(tri-n-butyltin)oxide; tin(ll) chloride; In dichloromethane; toluene;
DOI:10.1016/S0957-4166(98)00246-8