methyl 3-O-acetyl-6-O-benzoyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->6)-2,3,4-tri-O-acetyl-α-D-glucopyranoside

Base Information

Chemical Name:methyl 3-O-acetyl-6-O-benzoyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->6)-2,3,4-tri-O-acetyl-α-D-glucopyranoside
CAS No.:913175-13-0
Molecular Formula:C₃₆H₃₉NO₁₇
Molecular Weight:757.702
Hs Code.:

Synonyms:methyl 3-O-acetyl-6-O-benzoyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->6)-2,3,4-tri-O-acetyl-α-D-glucopyranoside

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of methyl 3-O-acetyl-6-O-benzoyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->6)-2,3,4-tri-O-acetyl-α-D-glucopyranoside

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Technology Process of methyl 3-O-acetyl-6-O-benzoyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->6)-2,3,4-tri-O-acetyl-α-D-glucopyranoside

There total 7 articles about methyl 3-O-acetyl-6-O-benzoyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->6)-2,3,4-tri-O-acetyl-α-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: 90.0%

: 897035-80-2
methyl (3-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->6)-2,3,4-tri-O-acetyl-α-D-glucopyranoside

: 613-90-1
benzoyl cyanide

: 913175-13-0
methyl 3-O-acetyl-6-O-benzoyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->6)-2,3,4-tri-O-acetyl-α-D-glucopyranoside

Guidance literature:: With pyridine; In dichloromethane; at 20 ℃; for 12h;
DOI:10.1016/j.carres.2006.07.007

Reference yield:

: 10022-13-6
1,3,4,6-tetra-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranose

: 913175-13-0
methyl 3-O-acetyl-6-O-benzoyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->6)-2,3,4-tri-O-acetyl-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: 90 percent / BF₃*OEt₂ / CH₂Cl₂ / 5 h / 0 °C

2.1: NaOMe / methanol / 0.33 h / 20 °C

2.2: HClO₄-SiO₂ / acetonitrile / 2 h / 20 °C

2.3: 4.25 g / Ac₂O / acetonitrile / 1 h / 0 °C

3.1: 80 percent / 4 A MS; NIS; HClO₄-SiO₂ / CH₂Cl₂ / 1.5 h / 0 °C

4.1: 95 percent / HClO₄-SiO₂ / acetonitrile / 0.5 h / 20 °C

5.1: 90 percent / pyridine / CH₂Cl₂ / 12 h / 20 °C

With pyridine; N-iodo-succinimide; perchloric acid; boron trifluoride diethyl etherate; sodium methylate; In methanol; dichloromethane; acetonitrile;
DOI:10.1016/j.carres.2006.07.007

Reference yield:

: 871111-40-9
phenyl 3-O-acetyl-4,6-di-O-benzylidene-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

: 913175-13-0
methyl 3-O-acetyl-6-O-benzoyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->6)-2,3,4-tri-O-acetyl-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 80 percent / 4 A MS; NIS; HClO₄-SiO₂ / CH₂Cl₂ / 1.5 h / 0 °C

2: 95 percent / HClO₄-SiO₂ / acetonitrile / 0.5 h / 20 °C

3: 90 percent / pyridine / CH₂Cl₂ / 12 h / 20 °C

With pyridine; N-iodo-succinimide; perchloric acid; In dichloromethane; acetonitrile;
DOI:10.1016/j.carres.2006.07.007