allyl (3,4,6-tri-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-galactopyranosyl)-(1->4)-2-O-benzoyl-3-O-benzyl-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-α-D-mannopyranoside
CAS No.:380366-37-0
Molecular Formula:C₅₂H₅₄Cl₃NO₁₂
Molecular Weight:991.359
Hs Code.:

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

There total 14 articles about allyl (3,4,6-tri-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-galactopyranosyl)-(1->4)-2-O-benzoyl-3-O-benzyl-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%

: 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

: 380366-37-0
allyl (3,4,6-tri-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-galactopyranosyl)-(1->4)-2-O-benzoyl-3-O-benzyl-α-D-mannopyranoside

Guidance literature:: With ammonium cerium(IV) nitrate; In water; toluene; acetonitrile; at 0 - 20 ℃; for 2h;
DOI:10.1021/jo015840q

Reference yield:

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

: 380366-37-0
allyl (3,4,6-tri-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-galactopyranosyl)-(1->4)-2-O-benzoyl-3-O-benzyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 7 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

7: 85 percent / CAN / acetonitrile; toluene; H₂O / 2 h / 0 - 20 °C

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

Reference yield:

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

: 380366-37-0
allyl (3,4,6-tri-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-galactopyranosyl)-(1->4)-2-O-benzoyl-3-O-benzyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 6 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

6: 85 percent / CAN / acetonitrile; toluene; H₂O / 2 h / 0 - 20 °C

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