methyl 2-acetamido-2,6-dideoxy-4-O-(3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-β-D-glucopyranoside

Base Information

Chemical Name:methyl 2-acetamido-2,6-dideoxy-4-O-(3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-β-D-glucopyranoside
CAS No.:116981-36-3
Molecular Formula:C₃₆H₄₅NO₁₀
Molecular Weight:651.754
Hs Code.:

Synonyms:methyl 2-acetamido-2,6-dideoxy-4-O-(3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-β-D-glucopyranoside

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Chemical Property of methyl 2-acetamido-2,6-dideoxy-4-O-(3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-β-D-glucopyranoside

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Technology Process of methyl 2-acetamido-2,6-dideoxy-4-O-(3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-β-D-glucopyranoside

There total 10 articles about methyl 2-acetamido-2,6-dideoxy-4-O-(3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-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:

: 87038-18-4
methyl 2-acetylamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

: 116981-36-3
methyl 2-acetamido-2,6-dideoxy-4-O-(3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 9 steps

1: 90 percent / BaO, Ba(OH)2*8H₂O / dimethylformamide / 2 h / Ambient temperature

2: 92 percent / 75 percent aq. acetic acid / 1 h / 70 °C

3: 90 percent / pyridine / 1 h

4: 1.) KI; 2.) pyridine; 3.) tributyltin hydride, 2,2'-azobis(isobutyronitrile) / 1.) DMF, 95 deg C, 5.5 h; 2.) 1 h; 3.) toluene, 80 deg C, 45 min

5: 93 percent / 0.1 M methanolic NaOMe / 24 h

6: 34 percent / mercuric cyanide, molecular sieves 4 A, CaSO₄ / toluene; nitromethane / 3 h

7: tris(triphenylphosphine)rhodium(I) chloride, 1,8-diazabicyclo<2.2.2>octane / aq. ethanol; toluene / 20 h / Heating

8: mercuric oxide, mercuric chloride / acetone; H₂O / 0.5 h

With pyridine; calcium sulfate; barium dihydroxide; Wilkinson's catalyst; 1,8-diazabicyclo[2.2.2.]octane; 2,2'-azobis(isobutyronitrile); 4 A molecular sieve; tri-n-butyl-tin hydride; sodium methylate; mercury(II) cyanide; acetic acid; potassium iodide; mercury dichloride; mercury(II) oxide; barium(II) oxide; In nitromethane; ethanol; water; N,N-dimethyl-formamide; acetone; toluene;
DOI:10.1016/0008-6215(88)85093-6

Reference yield:

: 54968-13-7,67816-87-9,117064-55-8
methyl 2-acetamido-3-O-allyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

: 116981-36-3
methyl 2-acetamido-2,6-dideoxy-4-O-(3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1: 92 percent / 75 percent aq. acetic acid / 1 h / 70 °C

2: 90 percent / pyridine / 1 h

3: 1.) KI; 2.) pyridine; 3.) tributyltin hydride, 2,2'-azobis(isobutyronitrile) / 1.) DMF, 95 deg C, 5.5 h; 2.) 1 h; 3.) toluene, 80 deg C, 45 min

4: 93 percent / 0.1 M methanolic NaOMe / 24 h

5: 34 percent / mercuric cyanide, molecular sieves 4 A, CaSO₄ / toluene; nitromethane / 3 h

6: tris(triphenylphosphine)rhodium(I) chloride, 1,8-diazabicyclo<2.2.2>octane / aq. ethanol; toluene / 20 h / Heating

7: mercuric oxide, mercuric chloride / acetone; H₂O / 0.5 h

With pyridine; calcium sulfate; Wilkinson's catalyst; 1,8-diazabicyclo[2.2.2.]octane; 2,2'-azobis(isobutyronitrile); 4 A molecular sieve; tri-n-butyl-tin hydride; sodium methylate; mercury(II) cyanide; acetic acid; potassium iodide; mercury dichloride; mercury(II) oxide; In nitromethane; ethanol; water; acetone; toluene;
DOI:10.1016/0008-6215(88)85093-6

Reference yield:

: 116981-29-4
methyl 2-acetamido-3-O-allyl-2-deoxy-β-D-glucopyranoside

: 116981-36-3
methyl 2-acetamido-2,6-dideoxy-4-O-(3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: 90 percent / pyridine / 1 h

2: 1.) KI; 2.) pyridine; 3.) tributyltin hydride, 2,2'-azobis(isobutyronitrile) / 1.) DMF, 95 deg C, 5.5 h; 2.) 1 h; 3.) toluene, 80 deg C, 45 min

3: 93 percent / 0.1 M methanolic NaOMe / 24 h

4: 34 percent / mercuric cyanide, molecular sieves 4 A, CaSO₄ / toluene; nitromethane / 3 h

5: tris(triphenylphosphine)rhodium(I) chloride, 1,8-diazabicyclo<2.2.2>octane / aq. ethanol; toluene / 20 h / Heating

6: mercuric oxide, mercuric chloride / acetone; H₂O / 0.5 h

With pyridine; calcium sulfate; Wilkinson's catalyst; 1,8-diazabicyclo[2.2.2.]octane; 2,2'-azobis(isobutyronitrile); 4 A molecular sieve; tri-n-butyl-tin hydride; sodium methylate; mercury(II) cyanide; potassium iodide; mercury dichloride; mercury(II) oxide; In nitromethane; ethanol; water; acetone; toluene;
DOI:10.1016/0008-6215(88)85093-6