phenyl (2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->4)-[(2,3,4-tri-O-acetyl-α-L-fucopyranosyl)-(1->3)]-6-O-acetyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

Base Information

Chemical Name:phenyl (2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->4)-[(2,3,4-tri-O-acetyl-α-L-fucopyranosyl)-(1->3)]-6-O-acetyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside
CAS No.:276241-38-4
Molecular Formula:C₄₈H₅₅NO₂₃S
Molecular Weight:1046.02
Hs Code.:

phenyl (2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->4)-[(2,3,4-tri-O-acetyl-α-L-fucopyranosyl)-(1->3)]-6-O-acetyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

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Chemical Property of phenyl (2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->4)-[(2,3,4-tri-O-acetyl-α-L-fucopyranosyl)-(1->3)]-6-O-acetyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

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Technology Process of phenyl (2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->4)-[(2,3,4-tri-O-acetyl-α-L-fucopyranosyl)-(1->3)]-6-O-acetyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

There total 7 articles about phenyl (2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->4)-[(2,3,4-tri-O-acetyl-α-L-fucopyranosyl)-(1->3)]-6-O-acetyl-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:

: 439-03-2,439-04-3,439-05-4,2823-44-1,2823-46-3,3934-29-0,4163-45-5,20409-31-8,23235-96-3,51897-75-7,51897-76-8,51897-77-9,57573-38-3,62561-28-8,126641-47-2,4163-44-4
2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl fluoride

: 276241-38-4
phenyl (2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->4)-[(2,3,4-tri-O-acetyl-α-L-fucopyranosyl)-(1->3)]-6-O-acetyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1.1: SnCl₂; 4 Angstroem molecular sieves / CH₂Cl₂; toluene / 2 h / -15 °C

1.2: 73 percent / Ag-triflate / CH₂Cl₂; toluene / -15 - 0 °C

2.1: 91 percent / n-Bu₄NBr; CuBr₂ / 1,2-dichloro-ethane; dimethylformamide / 24 h / 20 °C

3.1: H₂ / Pd-C / methanol; CH₂Cl₂ / 20 °C

4.1: 250 mg / DMAP / pyridine / 20 °C

5.1: concd. H₂SO₄ / 20 h / 0 °C

6.1: 260 mg / BF₃Et₂O / CH₂Cl₂ / 16 h / 20 °C

With dmap; 4 A molecular sieve; sulfuric acid; boron trifluoride diethyl etherate; tetrabutylammomium bromide; hydrogen; tin(ll) chloride; copper(ll) bromide; palladium on activated charcoal; In pyridine; methanol; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0008-6215(00)00211-1

Reference yield:

: 97242-77-8
methyl 6-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

: 276241-38-4
phenyl (2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->4)-[(2,3,4-tri-O-acetyl-α-L-fucopyranosyl)-(1->3)]-6-O-acetyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1.1: SnCl₂; 4 Angstroem molecular sieves / CH₂Cl₂; toluene / 2 h / -15 °C

1.2: 73 percent / Ag-triflate / CH₂Cl₂; toluene / -15 - 0 °C

2.1: 91 percent / n-Bu₄NBr; CuBr₂ / 1,2-dichloro-ethane; dimethylformamide / 24 h / 20 °C

3.1: H₂ / Pd-C / methanol; CH₂Cl₂ / 20 °C

4.1: 250 mg / DMAP / pyridine / 20 °C

5.1: concd. H₂SO₄ / 20 h / 0 °C

6.1: 260 mg / BF₃Et₂O / CH₂Cl₂ / 16 h / 20 °C

With dmap; 4 A molecular sieve; sulfuric acid; boron trifluoride diethyl etherate; tetrabutylammomium bromide; hydrogen; tin(ll) chloride; copper(ll) bromide; palladium on activated charcoal; In pyridine; methanol; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0008-6215(00)00211-1

Reference yield:

: 164216-92-6
methyl (2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->4)-6-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

: 276241-38-4
phenyl (2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->4)-[(2,3,4-tri-O-acetyl-α-L-fucopyranosyl)-(1->3)]-6-O-acetyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 91 percent / n-Bu₄NBr; CuBr₂ / 1,2-dichloro-ethane; dimethylformamide / 24 h / 20 °C

2: H₂ / Pd-C / methanol; CH₂Cl₂ / 20 °C

3: 250 mg / DMAP / pyridine / 20 °C

4: concd. H₂SO₄ / 20 h / 0 °C

5: 260 mg / BF₃Et₂O / CH₂Cl₂ / 16 h / 20 °C

With dmap; sulfuric acid; boron trifluoride diethyl etherate; tetrabutylammomium bromide; hydrogen; copper(ll) bromide; palladium on activated charcoal; In pyridine; methanol; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(00)00211-1