phenyl 2,4-di-O-benzoyl-3-O-chloroacetyl-β-D-galactopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-1-thio-β-D-galactopyranoside

Base Information

Chemical Name:phenyl 2,4-di-O-benzoyl-3-O-chloroacetyl-β-D-galactopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-1-thio-β-D-galactopyranoside
CAS No.:821018-28-4
Molecular Formula:C₅₅H₄₇ClO₁₆S
Molecular Weight:1031.49
Hs Code.:

Synonyms:phenyl 2,4-di-O-benzoyl-3-O-chloroacetyl-β-D-galactopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-1-thio-β-D-galactopyranoside

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Chemical Property of phenyl 2,4-di-O-benzoyl-3-O-chloroacetyl-β-D-galactopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-1-thio-β-D-galactopyranoside

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Technology Process of phenyl 2,4-di-O-benzoyl-3-O-chloroacetyl-β-D-galactopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-1-thio-β-D-galactopyranoside

There total 9 articles about phenyl 2,4-di-O-benzoyl-3-O-chloroacetyl-β-D-galactopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-1-thio-β-D-galactopyranoside 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: 87.6%

: 821018-26-2
phenyl 2,4-di-O-benzoyl-3-O-chloroacetyl-6-O-levulinoyl-β-D-galactopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-1-thio-β-D-galactopyranoside

: 821018-28-4
phenyl 2,4-di-O-benzoyl-3-O-chloroacetyl-β-D-galactopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-1-thio-β-D-galactopyranoside

Guidance literature:: With hydrazinium monoacetate; In tetrahydrofuran; methanol; at 20 ℃; for 3h;
DOI:10.1016/j.carres.2004.09.015

Reference yield:

: 117252-95-6
2-(trimethylsilyl)ethyl β-D-galactopyranoside

: 821018-28-4
phenyl 2,4-di-O-benzoyl-3-O-chloroacetyl-β-D-galactopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 9 steps

1.1: dibutyltin oxide / benzene / 5 h / Heating

1.2: 100 percent / Bu₄NBr / benzene / 4.5 h

2.1: 87.7 percent / DCC; DMAP / CH₂Cl₂ / 3 h / 20 °C

3.1: 82 percent / pyridine / 2 h

4.1: 100 percent / H₂ / Pd-C / tetrahydrofuran; methanol / 4 h / 20 °C

5.1: 89.7 percent / pyridine; CH₂Cl₂ / 2 h / 20 °C

6.1: CF₃COOH / CH₂Cl₂ / 2 h / 20 °C

7.1: 66 mg / DBU / CH₂Cl₂ / 1 h / 0 °C

8.1: 4A MS / CH₂Cl₂ / 2 h / 20 °C

8.2: 100 percent / TMSOTf / CH₂Cl₂ / 0.5 h / 0 °C

9.1: 87.6 percent / hydrazine acetate / methanol; tetrahydrofuran / 3 h / 20 °C

With dmap; hydrogen; hydrazinium monoacetate; di(n-butyl)tin oxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; dicyclohexyl-carbodiimide; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; pyridine; methanol; dichloromethane; benzene;
DOI:10.1016/j.carres.2004.09.015

Reference yield:

: 121360-14-3
2-(trimethylsilyl)ethyl 3-O-benzyl-β-D-galactopyranoside

: 821018-28-4
phenyl 2,4-di-O-benzoyl-3-O-chloroacetyl-β-D-galactopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1.1: 87.7 percent / DCC; DMAP / CH₂Cl₂ / 3 h / 20 °C

2.1: 82 percent / pyridine / 2 h

3.1: 100 percent / H₂ / Pd-C / tetrahydrofuran; methanol / 4 h / 20 °C

4.1: 89.7 percent / pyridine; CH₂Cl₂ / 2 h / 20 °C

5.1: CF₃COOH / CH₂Cl₂ / 2 h / 20 °C

6.1: 66 mg / DBU / CH₂Cl₂ / 1 h / 0 °C

7.1: 4A MS / CH₂Cl₂ / 2 h / 20 °C

7.2: 100 percent / TMSOTf / CH₂Cl₂ / 0.5 h / 0 °C

8.1: 87.6 percent / hydrazine acetate / methanol; tetrahydrofuran / 3 h / 20 °C

With dmap; hydrogen; hydrazinium monoacetate; 1,8-diazabicyclo[5.4.0]undec-7-ene; dicyclohexyl-carbodiimide; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; pyridine; methanol; dichloromethane;
DOI:10.1016/j.carres.2004.09.015