2,3,4-tri-O-benzyl-α-L-fucopyranosyl-(1->6)-3,4-di-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-D-glucopyranosyl trichloroacetimidate

Base Information

Chemical Name:2,3,4-tri-O-benzyl-α-L-fucopyranosyl-(1->6)-3,4-di-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-D-glucopyranosyl trichloroacetimidate
CAS No.:1333211-33-8
Molecular Formula:C₄₂H₄₆Cl₆N₂O₁₃
Molecular Weight:999.551
Hs Code.:

2,3,4-tri-O-benzyl-α-L-fucopyranosyl-(1->6)-3,4-di-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-D-glucopyranosyl trichloroacetimidate

Synonyms:2,3,4-tri-O-benzyl-α-L-fucopyranosyl-(1->6)-3,4-di-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-D-glucopyranosyl trichloroacetimidate

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Chemical Property of 2,3,4-tri-O-benzyl-α-L-fucopyranosyl-(1->6)-3,4-di-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-D-glucopyranosyl trichloroacetimidate

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Technology Process of 2,3,4-tri-O-benzyl-α-L-fucopyranosyl-(1->6)-3,4-di-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-D-glucopyranosyl trichloroacetimidate

There total 8 articles about 2,3,4-tri-O-benzyl-α-L-fucopyranosyl-(1->6)-3,4-di-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-D-glucopyranosyl 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: 72.2%

: 2,3,4-tri-O-benzyl-α-L-fucopyranosyl-(1->6)-3,4-di-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-D-glucopyranose

: 545-06-2
trichloroacetonitrile

: 1333211-33-8
2,3,4-tri-O-benzyl-α-L-fucopyranosyl-(1->6)-3,4-di-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-D-glucopyranosyl trichloroacetimidate

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 0 ℃; for 1h; Molecular sieve;
DOI:10.1016/j.carres.2011.06.013

Reference yield:

: 1333211-31-6
2,3,4-tri-O-benzyl-α-L-fucopyranosyl-(1->6)-1,3,4-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranose

: 1333211-33-8
2,3,4-tri-O-benzyl-α-L-fucopyranosyl-(1->6)-3,4-di-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-D-glucopyranosyl trichloroacetimidate

Guidance literature:: Multi-step reaction with 2 steps

1: hydrazinium monoacetate / N,N-dimethyl-formamide / 2 h / 40 °C

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

With hydrazinium monoacetate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.carres.2011.06.013

Reference yield:

: 6-O-(tert-butyldimethylsilyl)-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α,β-D-glucopyranose

: 1333211-33-8
2,3,4-tri-O-benzyl-α-L-fucopyranosyl-(1->6)-3,4-di-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-D-glucopyranosyl trichloroacetimidate

Guidance literature:: Multi-step reaction with 5 steps

1: pyridine / 15 h / 20 °C

2: water; acetic acid / 2 h / 40 °C

3: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 1 h / -20 °C / Molecular sieve; Inert atmosphere

4: hydrazinium monoacetate / N,N-dimethyl-formamide / 2 h / 40 °C

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

With pyridine; trimethylsilyl trifluoromethanesulfonate; water; hydrazinium monoacetate; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.carres.2011.06.013