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

Base Information

Chemical Name: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
CAS No.:802918-05-4
Molecular Formula:C₇₂H₇₈N₄O₁₈Si
Molecular Weight:1315.51
Hs Code.:

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

Synonyms: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

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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-6-O-tert-butyldiphenylsilyl-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-6-O-tert-butyldiphenylsilyl-2-deoxy-2-phthalimido-β-D-galactopyranoside

There total 3 articles about 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 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%

: 170220-11-8
5-azido-1-pentanol

: 802918-04-3
C₆₉H₆₉Cl₃N₂O₁₈Si

: 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

Guidance literature:: 5-azido-1-pentanol; C₆₉H₆₉Cl₃N₂O₁₈Si; With 4 A molecular sieve; In dichloromethane; at 0 ℃; for 0.5h;

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 ℃; for 0.5h;
DOI:10.1039/b410241j

Reference yield:

: C₆₇H₆₉NO₁₈Si

: 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

Guidance literature:: Multi-step reaction with 2 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

With 4 A molecular sieve; 1,8-diazabicyclo[5.4.0]undec-7-ene; In 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

: 802918-05-4
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

Guidance literature:: Multi-step reaction with 3 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

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