O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1-> 3)-[O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1-> 4)]-2-acetamido-6-O-benzyl-2-deoxy-α-D-glucopyranosyl trichloroacetimidate

Base Information

Chemical Name:O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1-> 3)-[O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1-> 4)]-2-acetamido-6-O-benzyl-2-deoxy-α-D-glucopyranosyl trichloroacetimidate
CAS No.:220449-99-0
Molecular Formula:C₅₈H₆₇Cl₃N₂O₁₉
Molecular Weight:1202.53
Hs Code.:

O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1-> 3)-[O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1-> 4)]-2-acetamido-6-O-benzyl-2-deoxy-α-D-glucopyranosyl trichloroacetimidate

Synonyms:O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1-> 3)-[O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1-> 4)]-2-acetamido-6-O-benzyl-2-deoxy-α-D-glucopyranosyl trichloroacetimidate

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Chemical Property of O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1-> 3)-[O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1-> 4)]-2-acetamido-6-O-benzyl-2-deoxy-α-D-glucopyranosyl trichloroacetimidate

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Technology Process of O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1-> 3)-[O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1-> 4)]-2-acetamido-6-O-benzyl-2-deoxy-α-D-glucopyranosyl trichloroacetimidate

There total 4 articles about O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1-> 3)-[O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1-> 4)]-2-acetamido-6-O-benzyl-2-deoxy-α-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: 68.0%

: 545-06-2
trichloroacetonitrile

: 272787-29-8
O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1-> 3)-[O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1-> 4)]-2-acetamido-6-O-benzyl-2-deoxy-β-D-glucopyranose

: 220449-99-0
O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1-> 3)-[O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1-> 4)]-2-acetamido-6-O-benzyl-2-deoxy-α-D-glucopyranosyl trichloroacetimidate

Guidance literature:: With sodium hydride; In dichloromethane; at 0 ℃; for 2h;
DOI:10.1080/07328300008544072

Reference yield:

: 86520-63-0
2,3,4,6-tetra-O-acetyl-α-galactopyranosyl trichloroacetimidate

: 220449-99-0
O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1-> 3)-[O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1-> 4)]-2-acetamido-6-O-benzyl-2-deoxy-α-D-glucopyranosyl trichloroacetimidate

Guidance literature:: Multi-step reaction with 3 steps

1: 77 percent / BF₃-Et₂O / CH₂Cl₂ / 12 h / 20 °C

2: 85 percent / ammonium and cerium nitrate / acetonitrile; H₂O / 0.08 h / -5 °C

3: 68 percent / NaH / CH₂Cl₂ / 2 h / 0 °C

With ammonium nitrate; ammonium and cerium nitrate; boron trifluoride diethyl etherate; sodium hydride; In dichloromethane; water; acetonitrile; 1: glycosylation / 2: Hydrolysis / 3: Addition;
DOI:10.1080/07328300008544072

Reference yield:

: 172880-26-1
p-Methoxyphenylmethyl 2-acetamido-6-O-benzyl-3-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-2-deoxy-β-D-glucopyranoside

: 220449-99-0
O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1-> 3)-[O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1-> 4)]-2-acetamido-6-O-benzyl-2-deoxy-α-D-glucopyranosyl trichloroacetimidate

Guidance literature:: Multi-step reaction with 3 steps

1: 77 percent / BF₃-Et₂O / CH₂Cl₂ / 12 h / 20 °C

2: 85 percent / ammonium and cerium nitrate / acetonitrile; H₂O / 0.08 h / -5 °C

3: 68 percent / NaH / CH₂Cl₂ / 2 h / 0 °C

With ammonium nitrate; ammonium and cerium nitrate; boron trifluoride diethyl etherate; sodium hydride; In dichloromethane; water; acetonitrile; 1: glycosylation / 2: Hydrolysis / 3: Addition;
DOI:10.1080/07328300008544072