2-azidoethyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-mannopyranoside

Base Information

Chemical Name:2-azidoethyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-mannopyranoside
CAS No.:680573-14-2
Molecular Formula:C₄₃H₄₅N₃O₁₈
Molecular Weight:891.84
Hs Code.:

Synonyms:2-azidoethyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-mannopyranoside

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Chemical Property of 2-azidoethyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-mannopyranoside

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Technology Process of 2-azidoethyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-mannopyranoside

There total 5 articles about 2-azidoethyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-mannopyranoside 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: 77.0%

: 680573-13-1
2-azidoethyl 2,3,4-tri-O-benzoyl-α-D-mannopyranoside

: 32934-24-0,41670-79-5,52645-73-5,55722-49-1,79389-52-9,99031-86-4,125354-48-5,126187-25-5
S-ethyl 2,3,4,6-tetra-O-acetyl-1-deoxy-1-thio-α-D-mannopyranoside

: 680573-14-2
2-azidoethyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-mannopyranoside

Guidance literature:: With N-iodo-succinimide; trifluorormethanesulfonic acid; In dichloromethane; at -20 ℃; for 0.25h;
DOI:10.1016/j.carres.2003.10.031

Reference yield:

: 140428-83-7
2-azidoethyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside

: 680573-14-2
2-azidoethyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 76 percent / NH₃ / methanol / 12 h / 20 °C

2: pyridine; DMAP / 48 h / 40 °C

3: pyridine / 12 h / 20 °C

4: 842 mg / trifluoroacetic acid / CHCl₃ / 4 h / 0 °C

5: 77 percent / NIS; triflic acid; 4A MS / CH₂Cl₂ / 0.25 h / -20 °C

With pyridine; dmap; N-iodo-succinimide; trifluorormethanesulfonic acid; ammonia; trifluoroacetic acid; In pyridine; methanol; dichloromethane; chloroform;
DOI:10.1016/j.carres.2003.10.031

Reference yield:

: 155197-00-5
(2S,3S,4S,5S,6R)-2-(2-Azido-ethoxy)-6-trityloxymethyl-tetrahydro-pyran-3,4,5-triol

: 680573-14-2
2-azidoethyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: pyridine / 12 h / 20 °C

2: 842 mg / trifluoroacetic acid / CHCl₃ / 4 h / 0 °C

3: 77 percent / NIS; triflic acid; 4A MS / CH₂Cl₂ / 0.25 h / -20 °C

With N-iodo-succinimide; trifluorormethanesulfonic acid; trifluoroacetic acid; In pyridine; dichloromethane; chloroform;
DOI:10.1016/j.carres.2003.10.031