phenyl 2,3,4-tri-O-benzoyl-6-O-benzyl-β-D-galactopyranosyl-(1->4)-6-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

Base Information

Chemical Name:phenyl 2,3,4-tri-O-benzoyl-6-O-benzyl-β-D-galactopyranosyl-(1->4)-6-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside
CAS No.:175978-02-6
Molecular Formula:C₆₁H₅₃NO₁₄S
Molecular Weight:1056.16
Hs Code.:

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

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

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

There total 6 articles about phenyl 2,3,4-tri-O-benzoyl-6-O-benzyl-β-D-galactopyranosyl-(1->4)-6-O-benzyl-2-deoxy-2-phthalimido-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: 75.0%

: 141342-83-8
phenyl 6-O-benzyl-2-deoxy-2-phthalimido-1-thio-1-deoxy-β-D-glucopyranoside

: 175978-01-5
2,3,4-tri-O-benzoyl-6-O-benzyl-α-D-galactopyranosyl bromide

: 175978-02-6
phenyl 2,3,4-tri-O-benzoyl-6-O-benzyl-β-D-galactopyranosyl-(1->4)-6-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

Guidance literature:: With 4 A molecular sieve; silver trifluoromethanesulfonate; In toluene; at -40 ℃; for 16h;
DOI:10.1016/0008-6215(95)00353-3

Reference yield:

: 16758-34-2
1-thiophenyl-β-D-galactopyranoside

: 175978-02-6
phenyl 2,3,4-tri-O-benzoyl-6-O-benzyl-β-D-galactopyranosyl-(1->4)-6-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: Drierite, 4-toluenesulfonic acid / dimethylformamide / 16 h / Ambient temperature

2: 1.) mol. sieves 3A, NaBH₃CN, 2.) HCl/Et₂O / 1.) THF, RT, 1.5 h, 2.) THF, RT, 5 min

3: 84 percent / pyridine / 8 h / Ambient temperature

4: 79 percent / Br₂, Et₄NBr / CH₂Cl₂ / 2.5 h / -20 °C

5: 75 percent / mol. sieves 4A, silver trifluoromethanesulfonate / toluene / 16 h / -40 °C

With pyridine; hydrogenchloride; calcium sulfate; diethyl ether; 3 A molecular sieve; 4 A molecular sieve; tetraethylammonium bromide; bromine; silver trifluoromethanesulfonate; sodium cyanoborohydride; toluene-4-sulfonic acid; In dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/0008-6215(95)00353-3

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 175978-02-6
phenyl 2,3,4-tri-O-benzoyl-6-O-benzyl-β-D-galactopyranosyl-(1->4)-6-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: Drierite, 4-toluenesulfonic acid / dimethylformamide / 16 h / Ambient temperature

2: 1.) mol. sieves 3A, NaBH₃CN, 2.) HCl/Et₂O / 1.) THF, RT, 1.5 h, 2.) THF, RT, 5 min

3: 84 percent / pyridine / 8 h / Ambient temperature

4: 79 percent / Br₂, Et₄NBr / CH₂Cl₂ / 2.5 h / -20 °C

5: 75 percent / mol. sieves 4A, silver trifluoromethanesulfonate / toluene / 16 h / -40 °C

With pyridine; hydrogenchloride; calcium sulfate; diethyl ether; 3 A molecular sieve; 4 A molecular sieve; tetraethylammonium bromide; bromine; silver trifluoromethanesulfonate; sodium cyanoborohydride; toluene-4-sulfonic acid; In dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/0008-6215(95)00353-3