benzyl 3-O-<2-acetamido-3,6-di-O-acetyl-2-deoxy-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranosyl>-6-O-allyl-2,4-di-O-benzyl-α-D-mannopyranoside

Base Information

Chemical Name:benzyl 3-O-<2-acetamido-3,6-di-O-acetyl-2-deoxy-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranosyl>-6-O-allyl-2,4-di-O-benzyl-α-D-mannopyranoside
CAS No.:77455-35-7
Molecular Formula:C₅₆H₆₉NO₂₂
Molecular Weight:1108.16
Hs Code.:

benzyl 3-O-<2-acetamido-3,6-di-O-acetyl-2-deoxy-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranosyl>-6-O-allyl-2,4-di-O-benzyl-α-D-mannopyranoside

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Chemical Property of benzyl 3-O-<2-acetamido-3,6-di-O-acetyl-2-deoxy-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranosyl>-6-O-allyl-2,4-di-O-benzyl-α-D-mannopyranoside

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Technology Process of benzyl 3-O-<2-acetamido-3,6-di-O-acetyl-2-deoxy-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranosyl>-6-O-allyl-2,4-di-O-benzyl-α-D-mannopyranoside

There total 7 articles about benzyl 3-O-<2-acetamido-3,6-di-O-acetyl-2-deoxy-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranosyl>-6-O-allyl-2,4-di-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: 9.0%

: 77455-34-6
benzyl 6-O-allyl-2,4-di-O-benzyl-α-D-mannopyranoside

: 53167-36-5
2-methyl{3,6-di-O-acetyl-1,2-dideoxy-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-α-D-glucopyrano}[2,1-d]oxazoline

: 77455-35-7
benzyl 3-O-<2-acetamido-3,6-di-O-acetyl-2-deoxy-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranosyl>-6-O-allyl-2,4-di-O-benzyl-α-D-mannopyranoside

Guidance literature:: With toluene-4-sulfonic acid; In 1,2-dichloro-ethane; at 60 ℃; for 168h; pH 4;
DOI:10.1039/P19810000377

Reference yield:

: 100-39-0
benzyl bromide

: 77455-35-7
benzyl 3-O-<2-acetamido-3,6-di-O-acetyl-2-deoxy-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranosyl>-6-O-allyl-2,4-di-O-benzyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: sodium hydride / dimethylformamide / 1.) 0 deg C, 1 h, 2.) overnight, room temperature

2: 1 M hydrochloric acid / acetone / 1.5 h / Heating

3: chlorotris(triphenylphosphine)rhodium(I), 1,4-diazabicyclo<2.2.2>octane / ethanol; benzene; H₂O / 4 h / Heating

4: sodium hydride / dimethylformamide / 1.) 0 deg C, 1 h, 2.) room temperature, overnight

5: 1 M hydrochloric acid / acetone / 0.33 h / Heating

6: 9 percent / toluene-p-sulphonic acid / 1,2-dichloro-ethane / 168 h / 60 °C / pH 4

With 1,4-diaza-bicyclo[2.2.2]octane; hydrogenchloride; Wilkinson's catalyst; sodium hydride; toluene-4-sulfonic acid; In ethanol; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetone; benzene;
DOI:10.1039/P19810000377

Reference yield:

: 77455-33-5
benzyl 3-O-allyl-2,4-di-O-benzyl-α-D-mannopyranoside

: 77455-35-7
benzyl 3-O-<2-acetamido-3,6-di-O-acetyl-2-deoxy-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranosyl>-6-O-allyl-2,4-di-O-benzyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: chlorotris(triphenylphosphine)rhodium(I), 1,4-diazabicyclo<2.2.2>octane / ethanol; benzene; H₂O / 4 h / Heating

2: sodium hydride / dimethylformamide / 1.) 0 deg C, 1 h, 2.) room temperature, overnight

3: 1 M hydrochloric acid / acetone / 0.33 h / Heating

4: 9 percent / toluene-p-sulphonic acid / 1,2-dichloro-ethane / 168 h / 60 °C / pH 4

With 1,4-diaza-bicyclo[2.2.2]octane; hydrogenchloride; Wilkinson's catalyst; sodium hydride; toluene-4-sulfonic acid; In ethanol; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetone; benzene;
DOI:10.1039/P19810000377