benzyl (3,4-di-O-benzoyl-2-O-methyl-α-L-fucopyranosyl)-(1-6)-3-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Base Information

Chemical Name:benzyl (3,4-di-O-benzoyl-2-O-methyl-α-L-fucopyranosyl)-(1-6)-3-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside
CAS No.:181875-91-2
Molecular Formula:C₄₉H₄₇NO₁₃
Molecular Weight:857.911
Hs Code.:

Synonyms:benzyl (3,4-di-O-benzoyl-2-O-methyl-α-L-fucopyranosyl)-(1-6)-3-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

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Chemical Property of benzyl (3,4-di-O-benzoyl-2-O-methyl-α-L-fucopyranosyl)-(1-6)-3-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

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Technology Process of benzyl (3,4-di-O-benzoyl-2-O-methyl-α-L-fucopyranosyl)-(1-6)-3-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

There total 11 articles about benzyl (3,4-di-O-benzoyl-2-O-methyl-α-L-fucopyranosyl)-(1-6)-3-O-benzyl-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: 85.0%

: 80035-35-4
benzyl 3-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

: 182003-24-3
pent-4-enyl 3,4-di-O-benzoyl-2-O-methyl-L-fucopyranoside

: 181875-91-2
benzyl (3,4-di-O-benzoyl-2-O-methyl-α-L-fucopyranosyl)-(1-6)-3-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Guidance literature:: With N-iodo-succinimide; triethylsilyl trifluoromethyl sulfonate; In diethyl ether; dichloromethane; at 25 ℃;
DOI:10.1021/jo961115h

Reference yield:

: 676518-71-1
1-O-(4-pentenyl)-L-fucopyranoside

: 181875-91-2
benzyl (3,4-di-O-benzoyl-2-O-methyl-α-L-fucopyranosyl)-(1-6)-3-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 81 percent / p-toluenesulfonic acid / acetone / 0.5 h

2: 93 percent / NaH / tetrahydrofuran / Ambient temperature

3: 96 percent / acetic acid / H₂O / 5 h / 60 °C

4: 84 percent / pyridine / Ambient temperature

5: 85 percent / N-iodosuccinimide, triethylsilyl triflate / diethyl ether; CH₂Cl₂ / 0.42 h / Ambient temperature

With pyridine; N-iodo-succinimide; triethylsilyl trifluoromethyl sulfonate; sodium hydride; toluene-4-sulfonic acid; acetic acid; In tetrahydrofuran; diethyl ether; dichloromethane; water; acetone;
DOI:10.1021/jo962362o

Reference yield:

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

: 181875-91-2
benzyl (3,4-di-O-benzoyl-2-O-methyl-α-L-fucopyranosyl)-(1-6)-3-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 93 percent / conc. HCl / acetone; H₂O / 16 h / 80 °C

2: 93 percent / p-toluenesulfonic acid / acetonitrile / 15 h / Heating

3: 96 percent / NaH / dimethylformamide / 0.17 h / 0 - 20 °C

4: 90 percent / p-toluenesulfonic acid / CH₂Cl₂; methanol / 15 h / 50 °C

5: 85 percent / N-iodosuccinimide, triethylsilyl triflate / diethyl ether; CH₂Cl₂ / 0.42 h / Ambient temperature

With hydrogenchloride; N-iodo-succinimide; triethylsilyl trifluoromethyl sulfonate; sodium hydride; toluene-4-sulfonic acid; In methanol; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.1021/jo962362o