2-azidoethyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->3)-[2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->4)]-2-O-benzoyl-α-L-rhamnopyranosyl-(1->3)-2-(acetylamino)-2-deoxy-4,6-isopropylidene-β-D-glucopyranoside

Base Information

Chemical Name:2-azidoethyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->3)-[2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->4)]-2-O-benzoyl-α-L-rhamnopyranosyl-(1->3)-2-(acetylamino)-2-deoxy-4,6-isopropylidene-β-D-glucopyranoside
CAS No.:724764-04-9
Molecular Formula:C₇₂H₈₆N₄O₂₃
Molecular Weight:1375.49
Hs Code.:

2-azidoethyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->3)-[2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->4)]-2-O-benzoyl-α-L-rhamnopyranosyl-(1->3)-2-(acetylamino)-2-deoxy-4,6-isopropylidene-β-D-glucopyranoside

Synonyms:2-azidoethyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->3)-[2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->4)]-2-O-benzoyl-α-L-rhamnopyranosyl-(1->3)-2-(acetylamino)-2-deoxy-4,6-isopropylidene-β-D-glucopyranoside

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Chemical Property of 2-azidoethyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->3)-[2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->4)]-2-O-benzoyl-α-L-rhamnopyranosyl-(1->3)-2-(acetylamino)-2-deoxy-4,6-isopropylidene-β-D-glucopyranoside

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Technology Process of 2-azidoethyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->3)-[2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->4)]-2-O-benzoyl-α-L-rhamnopyranosyl-(1->3)-2-(acetylamino)-2-deoxy-4,6-isopropylidene-β-D-glucopyranoside

There total 7 articles about 2-azidoethyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->3)-[2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->4)]-2-O-benzoyl-α-L-rhamnopyranosyl-(1->3)-2-(acetylamino)-2-deoxy-4,6-isopropylidene-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: 76.0%

: 724763-97-7
2-azidoethyl 2-(acetylamino)-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranoside

: 724763-95-5
2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->3)-[2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->4)]-2-O-benzoyl-L-rhamnopyranosyl trichloroacetimidate

: 724764-04-9
2-azidoethyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->3)-[2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->4)]-2-O-benzoyl-α-L-rhamnopyranosyl-(1->3)-2-(acetylamino)-2-deoxy-4,6-isopropylidene-β-D-glucopyranoside

Guidance literature:: 2-azidoethyl 2-(acetylamino)-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranoside; 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->3)-[2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->4)]-2-O-benzoyl-L-rhamnopyranosyl trichloroacetimidate; With 4 A molecular sieve; In 1,2-dichloro-ethane; at 20 ℃; for 1h;

With trifluorormethanesulfonic acid; In 1,2-dichloro-ethane; at 0 - 65 ℃; for 2h;
DOI:10.1039/b400986j

Reference yield:

: 497182-24-8
allyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->3)-[2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->4)]-2-O-benzoyl-α-L-rhamnopyranoside

: 724764-04-9
2-azidoethyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->3)-[2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->4)]-2-O-benzoyl-α-L-rhamnopyranosyl-(1->3)-2-(acetylamino)-2-deoxy-4,6-isopropylidene-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: H₂ / [Ir(COD){PCH₃(C₆H₅)2}2](+)*PF₆(-) / tetrahydrofuran / 20 °C

1.2: 86 percent / HgO; HgCl₂ / acetone; H₂O / 2 h / 20 °C

2.1: 90 percent / DBU / CH₂Cl₂ / 0.5 h / 0 °C

3.1: 4 Angstroem molecular sieves / 1,2-dichloro-ethane / 1 h / 20 °C

3.2: 76 percent / trifluoromethanesulfonic acid / 1,2-dichloro-ethane / 2 h / 0 - 65 °C

With 4 A molecular sieve; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; (1,5-cyclooctadiene)[bis(methyldiphenylphosphine)]iridium(I) hexafluorophosphate; In tetrahydrofuran; dichloromethane; 1,2-dichloro-ethane;
DOI:10.1039/b400986j

Reference yield:

: 122089-71-8
2,3,4-tri-O-acetyl-L-rhamnopyranosyl trichloroacetimidate

: 724764-04-9
2-azidoethyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->3)-[2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->4)]-2-O-benzoyl-α-L-rhamnopyranosyl-(1->3)-2-(acetylamino)-2-deoxy-4,6-isopropylidene-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: 89 percent / TMSOTf / diethyl ether / 2.5 h / -50 - 20 °C

2.1: H₂ / [Ir(COD){PCH₃(C₆H₅)2}2](+)*PF₆(-) / tetrahydrofuran / 20 °C

2.2: 86 percent / HgO; HgCl₂ / acetone; H₂O / 2 h / 20 °C

3.1: 90 percent / DBU / CH₂Cl₂ / 0.5 h / 0 °C

4.1: 4 Angstroem molecular sieves / 1,2-dichloro-ethane / 1 h / 20 °C

4.2: 76 percent / trifluoromethanesulfonic acid / 1,2-dichloro-ethane / 2 h / 0 - 65 °C

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; (1,5-cyclooctadiene)[bis(methyldiphenylphosphine)]iridium(I) hexafluorophosphate; In tetrahydrofuran; diethyl ether; dichloromethane; 1,2-dichloro-ethane;
DOI:10.1039/b400986j