allyl (3,4,6-tri-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-galactopyranosyl)-(1->4)-2-O-benzoyl-3-O-benzyl-6-O-(4-methoxybenzyl)-α-D-mannopyranoside

Base Information

Chemical Name:allyl (3,4,6-tri-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-galactopyranosyl)-(1->4)-2-O-benzoyl-3-O-benzyl-6-O-(4-methoxybenzyl)-α-D-mannopyranoside
CAS No.:380366-36-9
Molecular Formula:C₆₀H₆₂Cl₃NO₁₃
Molecular Weight:1111.51
Hs Code.:

allyl (3,4,6-tri-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-galactopyranosyl)-(1->4)-2-O-benzoyl-3-O-benzyl-6-O-(4-methoxybenzyl)-α-D-mannopyranoside

Synonyms:allyl (3,4,6-tri-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-galactopyranosyl)-(1->4)-2-O-benzoyl-3-O-benzyl-6-O-(4-methoxybenzyl)-α-D-mannopyranoside

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Chemical Property of allyl (3,4,6-tri-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-galactopyranosyl)-(1->4)-2-O-benzoyl-3-O-benzyl-6-O-(4-methoxybenzyl)-α-D-mannopyranoside

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Technology Process of allyl (3,4,6-tri-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-galactopyranosyl)-(1->4)-2-O-benzoyl-3-O-benzyl-6-O-(4-methoxybenzyl)-α-D-mannopyranoside

There total 13 articles about allyl (3,4,6-tri-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-galactopyranosyl)-(1->4)-2-O-benzoyl-3-O-benzyl-6-O-(4-methoxybenzyl)-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: 85.0%

: 220734-55-4
3,4,6-tri-O-benzyl-2-deoxy-2-trichloroacetamido-α-D-galactopyranosyl trichloroacetimidate

: 380366-29-0
allyl 2-O-benzoyl-3-O-benzyl-6-O-(4-methoxybenzyl)-α-D-mannopyranoside

: 380366-36-9
allyl (3,4,6-tri-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-galactopyranosyl)-(1->4)-2-O-benzoyl-3-O-benzyl-6-O-(4-methoxybenzyl)-α-D-mannopyranoside

Guidance literature:: With boron trifluoride diethyl etherate; In toluene; at -40 - -30 ℃; for 1h;
DOI:10.1021/jo015840q

Reference yield:

: 79781-69-4
2-azido-3,4,6-tri-O-benzyl-2-deoxy-D-galactopyranose

: 380366-36-9
allyl (3,4,6-tri-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-galactopyranosyl)-(1->4)-2-O-benzoyl-3-O-benzyl-6-O-(4-methoxybenzyl)-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 96 percent / imidazole / CH₂Cl₂ / 1 h

2: NaBH₄ / NiCl₂*6H₂O / ethanol / 1 h / 20 °C

3: 1.2 g / Et₃N / CH₂Cl₂ / 0.25 h / 20 °C

4: TBAF / tetrahydrofuran / 2 h / 0 °C

5: 2.45 g / DBU / CH₂Cl₂ / 1.5 h / 20 °C

6: 85 percent / BF₃*OEt₂ / toluene / 1 h / -40 - -30 °C

With 1H-imidazole; sodium tetrahydroborate; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; nickel dichloride; In tetrahydrofuran; ethanol; dichloromethane; toluene;
DOI:10.1021/jo015840q

Reference yield:

: 220734-53-2
thexyldimethylsilyl 2-azido-3,4,6-tri-O-benzyl-2-deoxy-β-D-galactopyranoside

: 380366-36-9
allyl (3,4,6-tri-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-galactopyranosyl)-(1->4)-2-O-benzoyl-3-O-benzyl-6-O-(4-methoxybenzyl)-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: NaBH₄ / NiCl₂*6H₂O / ethanol / 1 h / 20 °C

2: 1.2 g / Et₃N / CH₂Cl₂ / 0.25 h / 20 °C

3: TBAF / tetrahydrofuran / 2 h / 0 °C

4: 2.45 g / DBU / CH₂Cl₂ / 1.5 h / 20 °C

5: 85 percent / BF₃*OEt₂ / toluene / 1 h / -40 - -30 °C

With sodium tetrahydroborate; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; nickel dichloride; In tetrahydrofuran; ethanol; dichloromethane; toluene;
DOI:10.1021/jo015840q