6-azido-2,3,4-tri-O-benzoyl-6-deoxy-α-D-mannopyranose-1-O-trichloroacetimidate

Base Information

Chemical Name:6-azido-2,3,4-tri-O-benzoyl-6-deoxy-α-D-mannopyranose-1-O-trichloroacetimidate
CAS No.:863915-11-1
Molecular Formula:C₂₉H₂₃Cl₃N₄O₈
Molecular Weight:661.883
Hs Code.:

Synonyms:6-azido-2,3,4-tri-O-benzoyl-6-deoxy-α-D-mannopyranose-1-O-trichloroacetimidate

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Chemical Property of 6-azido-2,3,4-tri-O-benzoyl-6-deoxy-α-D-mannopyranose-1-O-trichloroacetimidate

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Technology Process of 6-azido-2,3,4-tri-O-benzoyl-6-deoxy-α-D-mannopyranose-1-O-trichloroacetimidate

There total 7 articles about 6-azido-2,3,4-tri-O-benzoyl-6-deoxy-α-D-mannopyranose-1-O-trichloroacetimidate 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: 61.0%

: 863915-10-0
C₂₉H₂₅N₃O₉

: 545-06-2
trichloroacetonitrile

: 863915-11-1
6-azido-2,3,4-tri-O-benzoyl-6-deoxy-α-D-mannopyranose-1-O-trichloroacetimidate

Guidance literature:: C₂₉H₂₅N₃O₉; With hydrazinium monoacetate; In DMF (N,N-dimethyl-formamide); at 55 ℃; for 0.25h;

trichloroacetonitrile; With 1,8-diazabicyclo[5.4.0]undec-7-ene; In 1,2-dichloro-ethane; at 0 - 20 ℃; for 1h;

Reference yield:

: C₂₇H₂₃N₃O₈

: 545-06-2
trichloroacetonitrile

: 863915-11-1
6-azido-2,3,4-tri-O-benzoyl-6-deoxy-α-D-mannopyranose-1-O-trichloroacetimidate

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 0 ℃; for 2h;
DOI:10.1016/j.carres.2013.08.010

Reference yield:

: 210170-40-4
1,2,3,4-tetra-O-acetyl-6-azido-6-deoxy-α-D-mannopyranoside

: 863915-11-1
6-azido-2,3,4-tri-O-benzoyl-6-deoxy-α-D-mannopyranose-1-O-trichloroacetimidate

Guidance literature:: Multi-step reaction with 5 steps

1: boron trifluoride diethyl etherate / dichloromethane / 12 h / 20 °C

2: methanol; sodium methylate / 0.5 h / pH 9

3: triethylamine; dmap / dichloromethane / 2 h / 20 °C / pH 9

4: water; N-Bromosuccinimide / acetone / 0.5 h

5: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 2 h / 0 °C

With methanol; dmap; N-Bromosuccinimide; boron trifluoride diethyl etherate; water; sodium methylate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In dichloromethane; acetone;
DOI:10.1016/j.carres.2013.08.010