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

Base Information

Chemical Name:2-azidoethyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->4)-2,3-di-O-benzoyl-α-L-rhamnopyranosyl-(1->3)-2-(acetylamino)-2-deoxy-β-D-glucopyranoside
CAS No.:724764-00-5
Molecular Formula:C₆₄H₇₀N₄O₁₇
Molecular Weight:1167.28
Hs Code.:

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

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

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

There total 5 articles about 2-azidoethyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->4)-2,3-di-O-benzoyl-α-L-rhamnopyranosyl-(1->3)-2-(acetylamino)-2-deoxy-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: 87.0%

: 724763-99-9
2-azidoethyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->4)-2,3-di-O-benzoyl-α-L-rhamnopyranosyl-(1->3)-2-(acetylamino)-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranoside

: 724764-00-5
2-azidoethyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->4)-2,3-di-O-benzoyl-α-L-rhamnopyranosyl-(1->3)-2-(acetylamino)-2-deoxy-β-D-glucopyranoside

Guidance literature:: With trifluoroacetic acid; In dichloromethane; water; at 0 ℃; for 0.25h;
DOI:10.1039/b400986j

Reference yield: 30.0%

: C₅₆H₅₄Cl₃NO₁₂

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

: 724764-00-5
2-azidoethyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->4)-2,3-di-O-benzoyl-α-L-rhamnopyranosyl-(1->3)-2-(acetylamino)-2-deoxy-β-D-glucopyranoside

: 724763-99-9
2-azidoethyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->4)-2,3-di-O-benzoyl-α-L-rhamnopyranosyl-(1->3)-2-(acetylamino)-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranoside

Guidance literature:: C₅₆H₅₄Cl₃NO₁₂; 2-azidoethyl 2-(acetylamino)-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranoside; With 4 A molecular sieve; In dichloromethane; at 20 ℃; for 1h;

With boron trifluoride diethyl etherate; In dichloromethane; at -40 - -15 ℃; for 3h;
DOI:10.1039/b400986j

Reference yield:

: 142072-12-6
2'-azidoethyl 2-acetamido-2-deoxy-β-D-glucopyranoside

: 724764-00-5
2-azidoethyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->4)-2,3-di-O-benzoyl-α-L-rhamnopyranosyl-(1->3)-2-(acetylamino)-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: 1.97 g / camphorsulfonic acid / dimethylformamide / 5 h / 20 °C

2.1: 4 Angstroem molecular sieves / CH₂Cl₂ / 1 h / 20 °C

2.2: 30 percent / BF₃*Et₂O / CH₂Cl₂ / 3 h / -40 - -15 °C

With 4 A molecular sieve; camphor-10-sulfonic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/b400986j