11-bromo-undecyl 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-benzoyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Base Information

Chemical Name:11-bromo-undecyl 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-benzoyl-2-deoxy-2-phthalimido-β-D-glucopyranoside
CAS No.:492440-49-0
Molecular Formula:C₅₈H₇₄BrNO₂₄
Molecular Weight:1249.12
Hs Code.:

11-bromo-undecyl 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-benzoyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Synonyms:11-bromo-undecyl 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-benzoyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

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Chemical Property of 11-bromo-undecyl 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-benzoyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

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Technology Process of 11-bromo-undecyl 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-benzoyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

There total 14 articles about 11-bromo-undecyl 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-benzoyl-2-deoxy-2-phthalimido-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: 80.0%

: 1611-56-9
1-Bromo-11-hydroxyundecane

: 492440-48-9
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-benzoyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

: 492440-49-0
11-bromo-undecyl 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-benzoyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Guidance literature:: With N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; In dichloromethane; at -60 ℃;
DOI:10.1016/S0957-4166(02)00480-9

Reference yield:

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

: 492440-49-0
11-bromo-undecyl 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-benzoyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 9 steps

1.1: 69 percent / boron trifluoride etherate / CH₂Cl₂

2.1: 100 percent / MeONa / methanol / 3 h / 20 °C

3.1: 86 percent / p-TsOH / acetonitrile / 2 h / 20 °C

4.1: Me₃SiI / CH₂Cl₂ / 0.33 h / 20 °C

4.2: 2,6-di-tert-butylpyridine / CH₂Cl₂ / 20 °C

4.3: MeOH / CH₂Cl₂ / 0.5 h / 20 °C

5.1: 0.32 g / pyridine / 20 °C

6.1: 83 percent / EtSH; BF₃*Et₂O / CH₂Cl₂ / 20 °C

7.1: 95 percent / Et₃N / acetonitrile / -40 °C

8.1: 80 percent / TMSOTf / diethyl ether; CH₂Cl₂ / 0 °C

9.1: 80 percent / 4 Angstroem molecular sieves; NIS; TfOH / CH₂Cl₂ / -60 °C

With pyridine; N-iodo-succinimide; trimethylsilyl iodide; trifluorormethanesulfonic acid; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; boron trifluoride diethyl etherate; sodium methylate; toluene-4-sulfonic acid; triethylamine; ethanethiol; In methanol; diethyl ether; dichloromethane; acetonitrile;
DOI:10.1016/S0957-4166(02)00480-9

Reference yield:

: 70191-05-8
2,3,4,6-tetra-O-acetyl-β-D-galactopyranose

: 492440-49-0
11-bromo-undecyl 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-benzoyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 95 percent / Cs₂CO₃ / CH₂Cl₂ / 20 °C

2: 80 percent / TMSOTf / diethyl ether; CH₂Cl₂ / 0 °C

3: 80 percent / 4 Angstroem molecular sieves; NIS; TfOH / CH₂Cl₂ / -60 °C

With N-iodo-succinimide; trifluorormethanesulfonic acid; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; caesium carbonate; In diethyl ether; dichloromethane;
DOI:10.1016/S0957-4166(02)00480-9