allyl O--(1->6)-2-<(3R)-3-acetoxytetradecanamido>-3-O-benzoyl-2-deoxy-β-D-glucopyranoside

Base Information

Chemical Name:allyl O--(1->6)-2-<(3R)-3-acetoxytetradecanamido>-3-O-benzoyl-2-deoxy-β-D-glucopyranoside
CAS No.:142141-01-3
Molecular Formula:C₄₉H₇₁NO₂₀
Molecular Weight:994.097
Hs Code.:

allyl O-<methyl(4,5,7,8-tetra-O-acetyl-α/β-D-manno-oct-2-ulopyranosidonate)>-(1->6)-2-<(3R)-3-acetoxytetradecanamido>-3-O-benzoyl-2-deoxy-β-D-glucopyranoside

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Chemical Property of allyl O--(1->6)-2-<(3R)-3-acetoxytetradecanamido>-3-O-benzoyl-2-deoxy-β-D-glucopyranoside

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Technology Process of allyl O--(1->6)-2-<(3R)-3-acetoxytetradecanamido>-3-O-benzoyl-2-deoxy-β-D-glucopyranoside

There total 6 articles about allyl O--(1->6)-2-<(3R)-3-acetoxytetradecanamido>-3-O-benzoyl-2-deoxy-β-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: 65.0%

: 85382-87-2
methyl (4,5,7,8-tetra-O-acetyl-3-deoxy-α-D-manno-oct-2-ulopyranosyl bromide)onate

: 142141-00-2
allyl 2-<(3R)-3-acetoxytetradecanamido>-3-O-benzoyl-2-deoxy-β-D-glucopyranoside

: 142141-01-3,142187-27-7
allyl O--(1->6)-2-<(3R)-3-acetoxytetradecanamido>-3-O-benzoyl-2-deoxy-β-D-glucopyranoside

Guidance literature:: With mercury(II) cyanide; In acetonitrile; for 0.25h;
DOI:10.1016/S0008-6215(00)90547-0

Reference yield:

: 63064-48-2,116288-58-5,117299-90-8,126778-02-7,28738-44-5
allyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside

: 142141-01-3,142187-27-7
allyl O--(1->6)-2-<(3R)-3-acetoxytetradecanamido>-3-O-benzoyl-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 100 percent / Ba(OH)2*8H₂O / H₂O / 110 °C

2: 87 percent / methanol / 48 h / Ambient temperature

3: 81 percent / 4-toluenesulphonic acid / tetrahydrofuran; acetonitrile / 1 h / Ambient temperature

4: 80 percent / 4-dimethylaminopyridine / pyridine / 30 °C

5: 94 percent / 1.5 M trifluoroacetic acid, silica gel / CH₂Cl₂ / 4 h / Ambient temperature

6: 65 percent / Hg(CN)2, MS 4A / acetonitrile / 0.25 h

With dmap; barium dihydroxide; mercury(II) cyanide; silica gel; toluene-4-sulfonic acid; trifluoroacetic acid; In tetrahydrofuran; pyridine; methanol; dichloromethane; water; acetonitrile;
DOI:10.1016/S0008-6215(00)90547-0

Reference yield:

: 114244-98-3
allyl 2-amino-2-deoxy-β-D-glucopyranoside

: 142141-01-3,142187-27-7
allyl O--(1->6)-2-<(3R)-3-acetoxytetradecanamido>-3-O-benzoyl-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 87 percent / methanol / 48 h / Ambient temperature

2: 81 percent / 4-toluenesulphonic acid / tetrahydrofuran; acetonitrile / 1 h / Ambient temperature

3: 80 percent / 4-dimethylaminopyridine / pyridine / 30 °C

4: 94 percent / 1.5 M trifluoroacetic acid, silica gel / CH₂Cl₂ / 4 h / Ambient temperature

5: 65 percent / Hg(CN)2, MS 4A / acetonitrile / 0.25 h

With dmap; mercury(II) cyanide; silica gel; toluene-4-sulfonic acid; trifluoroacetic acid; In tetrahydrofuran; pyridine; methanol; dichloromethane; acetonitrile;
DOI:10.1016/S0008-6215(00)90547-0