benzyl O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->3)-(2-O-benzyl-β-D-galactopyranosyl)-(1->4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside

Base Information

Chemical Name:benzyl O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->3)-(2-O-benzyl-β-D-galactopyranosyl)-(1->4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside
CAS No.:121686-57-5
Molecular Formula:C₆₉H₇₇NO₁₅
Molecular Weight:1160.37
Hs Code.:

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

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

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

There total 7 articles about benzyl O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->3)-(2-O-benzyl-β-D-galactopyranosyl)-(1->4)-2-acetamido-3,6-di-O-benzyl-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: 69.0%

: 121686-56-4
benzyl O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->3)-O-(2-O-benzyl-4,6-O-benzylidene-β-D-galactopyranosyl)-(1->4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside

: 121686-57-5
benzyl O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->3)-(2-O-benzyl-β-D-galactopyranosyl)-(1->4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside

Guidance literature:: With acetic acid; at 70 ℃; for 4h;
DOI:10.1016/0008-6215(88)84070-9

Reference yield:

: 100-39-0
benzyl bromide

: 121686-57-5
benzyl O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->3)-(2-O-benzyl-β-D-galactopyranosyl)-(1->4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 73 percent / Ag₂O / dimethylformamide / 16 h / 45 °C

2: tetrabutylammonium fluoride / various solvent(s) / 5 h / Ambient temperature

3: 60 percent aq. acetic acid / 4 h / 70 °C

4: 54 percent / 4-toluenesulfonic acid monohydrate / dimethylformamide / Ambient temperature; 1.) 8 h., 2.) 16 h.

5: 89 percent / 1.) 4A molecular sieves, 2.) ethyldiisopropylamine / tetraethylammonium bromide / CH₂Cl₂ / Ambient temperature; 1.) 0.5 h., 2.) 18 h., 3.) 4 d.

6: 69 percent / 60 percent aq. acetic acid / 4 h / 70 °C

With 4 A molecular sieve; p-toluenesulfonic acid monohydrate; tetrabutyl ammonium fluoride; acetic acid; N-ethyl-N,N-diisopropylamine; silver(l) oxide; tetraethylammonium bromide; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(88)84070-9

Reference yield:

: 114669-87-3
benzyl 2-acetamido-3,6-di-O-benzyl-4-O-<6-O-(tert-butyldiphenylsilyl)-3,4-O-isopropylidene-β-D-galactopyranosyl>-2-deoxy-α-D-glucopyranoside

: 121686-57-5
benzyl O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->3)-(2-O-benzyl-β-D-galactopyranosyl)-(1->4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 73 percent / Ag₂O / dimethylformamide / 16 h / 45 °C

2: tetrabutylammonium fluoride / various solvent(s) / 5 h / Ambient temperature

3: 60 percent aq. acetic acid / 4 h / 70 °C

4: 54 percent / 4-toluenesulfonic acid monohydrate / dimethylformamide / Ambient temperature; 1.) 8 h., 2.) 16 h.

5: 89 percent / 1.) 4A molecular sieves, 2.) ethyldiisopropylamine / tetraethylammonium bromide / CH₂Cl₂ / Ambient temperature; 1.) 0.5 h., 2.) 18 h., 3.) 4 d.

6: 69 percent / 60 percent aq. acetic acid / 4 h / 70 °C

With 4 A molecular sieve; p-toluenesulfonic acid monohydrate; tetrabutyl ammonium fluoride; acetic acid; N-ethyl-N,N-diisopropylamine; silver(l) oxide; tetraethylammonium bromide; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(88)84070-9