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

Base Information

Chemical Name:octyl O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->3)-O-[(2,3,4,6-tetra-O-benzoyl)-β-D-galactopyranosyl-(1->6)]-2-acetamido-2-deoxy-α-D-glucopyranoside
CAS No.:215302-36-6
Molecular Formula:C₇₇H₈₅NO₁₉
Molecular Weight:1328.52
Hs Code.:

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

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

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

There total 8 articles about octyl O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->3)-O-[(2,3,4,6-tetra-O-benzoyl)-β-D-galactopyranosyl-(1->6)]-2-acetamido-2-deoxy-α-D-glucopyranoside 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: 82.0%

: 203435-09-0
2,3,4,6-tetra-O-benzoyl-α,b-D-galactopyranosyl trichloroacetimidate

: 215302-02-6
N-[(2S,3R,4R,5S,6R)-5-Hydroxy-6-hydroxymethyl-2-octyloxy-4-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-acetamide

: 215302-36-6
octyl O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->3)-O-[(2,3,4,6-tetra-O-benzoyl)-β-D-galactopyranosyl-(1->6)]-2-acetamido-2-deoxy-α-D-glucopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In dichloromethane; for 3h; Ambient temperature;
DOI:10.1021/jm980365i

Reference yield:

: 111-87-5
octanol

: 215302-36-6
octyl O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->3)-O-[(2,3,4,6-tetra-O-benzoyl)-β-D-galactopyranosyl-(1->6)]-2-acetamido-2-deoxy-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 35 percent / BF₃*Et₂O / acetonitrile / 18 h / Heating

2: 73 percent / p-toluenesulfonic acid / acetonitrile / 3 h / Ambient temperature

3: Bu₄NBr, 4A molecular sieves / dimethylformamide / 18 h / Ambient temperature

4: 74 percent / camphorsulfonic acid / methanol / 1.5 h / 50 °C

5: 82 percent / TMSOTf, 4A molecular sieves / CH₂Cl₂ / 3 h / Ambient temperature

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; tetrabutylammomium bromide; toluene-4-sulfonic acid; In methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm980365i

Reference yield:

: 7512-17-6,72-87-7,1136-42-1,1136-44-3,6082-29-7,6730-06-9,7772-94-3,10036-64-3,14131-60-3,14131-64-7,14131-68-1,14215-68-0,62057-49-2,62057-50-5,62057-51-6,62057-52-7,62057-53-8,62057-54-9,62057-55-0,62057-56-1,62075-50-7,62137-54-6,134451-97-1,134522-12-6,148347-16-4
N-Acetyl-D-glucosamine

: 215302-36-6
octyl O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->3)-O-[(2,3,4,6-tetra-O-benzoyl)-β-D-galactopyranosyl-(1->6)]-2-acetamido-2-deoxy-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 35 percent / BF₃*Et₂O / acetonitrile / 18 h / Heating

2: 73 percent / p-toluenesulfonic acid / acetonitrile / 3 h / Ambient temperature

3: Bu₄NBr, 4A molecular sieves / dimethylformamide / 18 h / Ambient temperature

4: 74 percent / camphorsulfonic acid / methanol / 1.5 h / 50 °C

5: 82 percent / TMSOTf, 4A molecular sieves / CH₂Cl₂ / 3 h / Ambient temperature

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; tetrabutylammomium bromide; toluene-4-sulfonic acid; In methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm980365i