ethyl (4,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-galactopyranosyl)-(1->4)-6-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

Base Information

Chemical Name:ethyl (4,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-galactopyranosyl)-(1->4)-6-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside
CAS No.:419549-88-5
Molecular Formula:C₅₁H₅₀N₂O₁₂S
Molecular Weight:915.03
Hs Code.:

Synonyms:ethyl (4,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-galactopyranosyl)-(1->4)-6-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

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Chemical Property of ethyl (4,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-galactopyranosyl)-(1->4)-6-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

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Technology Process of ethyl (4,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-galactopyranosyl)-(1->4)-6-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

There total 12 articles about ethyl (4,6-di-O-benzyl-2-deoxy-2-phthalimido-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: 67.0%

: 419549-85-2
ethyl (3-O-acetyl-4,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-galactopyranosyl)-(1->4)-6-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

: 419549-88-5
ethyl (4,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-galactopyranosyl)-(1->4)-6-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

Guidance literature:: With methanol; acetyl chloride; In dichloromethane; at 20 ℃; for 72h;
DOI:10.1002/1521-3765(20020104)8:1<151::AID-CHEM151>3.0.CO;2-C

Reference yield:

: 129519-28-4
2-((6S,7R,8aS)-6-ethylsulfanyl-8-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl)-isoindole-1,3-dione

: 419549-88-5
ethyl (4,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-galactopyranosyl)-(1->4)-6-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 12 steps

1: 80 percent / NaH / tetrahydrofuran

2: 85 percent / BH₃*Me₃N; 4 Angstroem molecular sieves; AlCl₃ / tetrahydrofuran / 6 h / 20 °C

3: pyridine / CH₂Cl₂ / 2 h / 0 °C

4: 1.08 g / CH₂Cl₂; dimethylformamide / 5 h / 0 °C

5: 73 percent / K₂CO₃ / methanol; tetrahydrofuran / 4 h

6: 82 percent / Ag₂O; KI; 4 Angstroem molecular sieves / dimethylformamide / 5 h / 0 °C

7: 72 percent / (Ph₃P)3RhCl / ethanol / 3 h / Heating

8: 97 percent / pyridine / 2 h

9: Br₂ / CH₂Cl₂ / 0.33 h / 0 °C

10: 330 mg / AgOTf; 4 Angstroem molecular sieves / CH₂Cl₂; toluene / 1.5 h / -40 °C

11: 71 percent / [Rh(Ph₃P)3Cl] / ethanol / 5 h / Heating

12: 67 percent / AcCl; MeOH / CH₂Cl₂ / 72 h / 20 °C

With pyridine; methanol; aluminium trichloride; trimethylamine-borane; 4 A molecular sieve; bromine; silver trifluoromethanesulfonate; sodium hydride; potassium carbonate; acetyl chloride; potassium iodide; silver(l) oxide; Wilkinson's catalyst; tris(triphenylphosphine)rhodium(I) chloride; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1002/1521-3765(20020104)8:1<151::AID-CHEM151>3.0.CO;2-C

Reference yield:

: 419549-62-5
ethyl 3-O-allyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

: 419549-88-5
ethyl (4,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-galactopyranosyl)-(1->4)-6-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 11 steps

1: 85 percent / BH₃*Me₃N; 4 Angstroem molecular sieves; AlCl₃ / tetrahydrofuran / 6 h / 20 °C

2: pyridine / CH₂Cl₂ / 2 h / 0 °C

3: 1.08 g / CH₂Cl₂; dimethylformamide / 5 h / 0 °C

4: 73 percent / K₂CO₃ / methanol; tetrahydrofuran / 4 h

5: 82 percent / Ag₂O; KI; 4 Angstroem molecular sieves / dimethylformamide / 5 h / 0 °C

6: 72 percent / (Ph₃P)3RhCl / ethanol / 3 h / Heating

7: 97 percent / pyridine / 2 h

8: Br₂ / CH₂Cl₂ / 0.33 h / 0 °C

9: 330 mg / AgOTf; 4 Angstroem molecular sieves / CH₂Cl₂; toluene / 1.5 h / -40 °C

10: 71 percent / [Rh(Ph₃P)3Cl] / ethanol / 5 h / Heating

11: 67 percent / AcCl; MeOH / CH₂Cl₂ / 72 h / 20 °C

With pyridine; methanol; aluminium trichloride; trimethylamine-borane; 4 A molecular sieve; bromine; silver trifluoromethanesulfonate; potassium carbonate; acetyl chloride; potassium iodide; silver(l) oxide; Wilkinson's catalyst; tris(triphenylphosphine)rhodium(I) chloride; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1002/1521-3765(20020104)8:1<151::AID-CHEM151>3.0.CO;2-C