3-azidopropyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl-(1->3)-[2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl]-(1->6)-2,4-di-O-benzoyl-α-D-mannopyranoside

Base Information

Chemical Name:3-azidopropyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl-(1->3)-[2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl]-(1->6)-2,4-di-O-benzoyl-α-D-mannopyranoside
CAS No.:1117751-22-0
Molecular Formula:C₅₁H₆₁N₃O₂₆
Molecular Weight:1132.05
Hs Code.:

Synonyms:3-azidopropyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl-(1->3)-[2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl]-(1->6)-2,4-di-O-benzoyl-α-D-mannopyranoside

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Chemical Property of 3-azidopropyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl-(1->3)-[2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl]-(1->6)-2,4-di-O-benzoyl-α-D-mannopyranoside

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Technology Process of 3-azidopropyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl-(1->3)-[2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl]-(1->6)-2,4-di-O-benzoyl-α-D-mannopyranoside

There total 4 articles about 3-azidopropyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl-(1->3)-[2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl]-(1->6)-2,4-di-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: 72.0%

: 904690-08-0
2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl-(1->3)-[2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl-(1->6)-]-2,4-di-O-benzoyl-α-D-mannopyranosyl trichloroacetimidate

: 72320-38-8
3-azidopropan-1-ol

: 1117751-22-0
3-azidopropyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl-(1->3)-[2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl]-(1->6)-2,4-di-O-benzoyl-α-D-mannopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 ℃; for 1h; Inert atmosphere; Molecular sieve;
DOI:10.1016/j.bmc.2008.11.004

Reference yield:

: 1117751-18-4
allyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl-(1->3)-[2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl]-(1->6)-2,4-di-O-benzoyl-α-D-mannopyranoside

: 1117751-22-0
3-azidopropyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl-(1->3)-[2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl]-(1->6)-2,4-di-O-benzoyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; acetic acid / 1 h / 80 °C

2: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 1 h / 0 - 20 °C

3: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 1 h / 0 °C / Inert atmosphere; Molecular sieve

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; trimethylsilyl trifluoromethanesulfonate; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane;
DOI:10.1016/j.bmc.2008.11.004

Reference yield:

: 121238-27-5
2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl trichloroimidate

: 1117751-22-0
3-azidopropyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl-(1->3)-[2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl]-(1->6)-2,4-di-O-benzoyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 1 h / 0 °C / Inert atmosphere

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; acetic acid / 1 h / 80 °C

3: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 1 h / 0 - 20 °C

4: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 1 h / 0 °C / Inert atmosphere; Molecular sieve

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; trimethylsilyl trifluoromethanesulfonate; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane;
DOI:10.1016/j.bmc.2008.11.004