5-azidopentyl (6-O-levulinoyl-2,3,4-tri-O-p-toluoyl-α-D-glucopyranosyl)-(1->3)-4-O-acetyl-2-deoxy-2-phthalimido-β-D-galactopyranoside

Base Information

Chemical Name:5-azidopentyl (6-O-levulinoyl-2,3,4-tri-O-p-toluoyl-α-D-glucopyranosyl)-(1->3)-4-O-acetyl-2-deoxy-2-phthalimido-β-D-galactopyranoside
CAS No.:802918-06-5
Molecular Formula:C₅₆H₆₀N₄O₁₈
Molecular Weight:1077.11
Hs Code.:

Synonyms:5-azidopentyl (6-O-levulinoyl-2,3,4-tri-O-p-toluoyl-α-D-glucopyranosyl)-(1->3)-4-O-acetyl-2-deoxy-2-phthalimido-β-D-galactopyranoside

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Chemical Property of 5-azidopentyl (6-O-levulinoyl-2,3,4-tri-O-p-toluoyl-α-D-glucopyranosyl)-(1->3)-4-O-acetyl-2-deoxy-2-phthalimido-β-D-galactopyranoside

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Technology Process of 5-azidopentyl (6-O-levulinoyl-2,3,4-tri-O-p-toluoyl-α-D-glucopyranosyl)-(1->3)-4-O-acetyl-2-deoxy-2-phthalimido-β-D-galactopyranoside

There total 4 articles about 5-azidopentyl (6-O-levulinoyl-2,3,4-tri-O-p-toluoyl-α-D-glucopyranosyl)-(1->3)-4-O-acetyl-2-deoxy-2-phthalimido-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: 91.0%

: 802918-05-4
5-azidopentyl (6-O-levulinoyl-2,3,4-tri-O-p-toluoyl-α-D-glucopyranosyl)-(1->3)-4-O-acetyl-6-O-tert-butyldiphenylsilyl-2-deoxy-2-phthalimido-β-D-galactopyranoside

: 802918-06-5
5-azidopentyl (6-O-levulinoyl-2,3,4-tri-O-p-toluoyl-α-D-glucopyranosyl)-(1->3)-4-O-acetyl-2-deoxy-2-phthalimido-β-D-galactopyranoside

Guidance literature:: With tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; at 0 - 20 ℃; for 6h;
DOI:10.1039/b410241j

Reference yield:

: C₆₇H₆₉NO₁₈Si

: 802918-06-5
5-azidopentyl (6-O-levulinoyl-2,3,4-tri-O-p-toluoyl-α-D-glucopyranosyl)-(1->3)-4-O-acetyl-2-deoxy-2-phthalimido-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: 0.57 g / 1,8-diazabicyclo[5.4.0]undec-7-ene / CH₂Cl₂ / 3 h

2.1: 4 Angstroem molecular sieves / CH₂Cl₂ / 0.5 h / 0 °C

2.2: 85 percent / TMSOTf / CH₂Cl₂ / 0.5 h / 0 °C

3.1: 91 percent / TBAF; HOAc / tetrahydrofuran / 6 h / 0 - 20 °C

With 4 A molecular sieve; tetrabutyl ammonium fluoride; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; dichloromethane;
DOI:10.1039/b410241j

Reference yield:

: 802918-03-2
4-methoxyphenyl (6-O-levulinoyl-2,3,4-tri-O-p-toluoyl-α-D-glucopyranosyl)-(1->3)-4-O-acetyl-6-O-tert-butyldiphenylsilyl-2-deoxy-2-phthalimido-β-D-galactopyranoside

: 802918-06-5
5-azidopentyl (6-O-levulinoyl-2,3,4-tri-O-p-toluoyl-α-D-glucopyranosyl)-(1->3)-4-O-acetyl-2-deoxy-2-phthalimido-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: aq. ammonium cerium(IV) acetate / toluene; acetonitrile / 2 h

2.1: 0.57 g / 1,8-diazabicyclo[5.4.0]undec-7-ene / CH₂Cl₂ / 3 h

3.1: 4 Angstroem molecular sieves / CH₂Cl₂ / 0.5 h / 0 °C

3.2: 85 percent / TMSOTf / CH₂Cl₂ / 0.5 h / 0 °C

4.1: 91 percent / TBAF; HOAc / tetrahydrofuran / 6 h / 0 - 20 °C

With 4 A molecular sieve; ammonium cerium(IV) acetate; tetrabutyl ammonium fluoride; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; dichloromethane; toluene; acetonitrile;
DOI:10.1039/b410241j