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

Base Information

Chemical Name:methyl 2-acetamido-6-O-benzyl-2-deoxy-4-O-(3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-β-D-glucopyranoside
CAS No.:116981-34-1
Molecular Formula:C₄₃H₅₁NO₁₁
Molecular Weight:757.878
Hs Code.:

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

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

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

There total 7 articles about methyl 2-acetamido-6-O-benzyl-2-deoxy-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:

: methyl 2-acetamido-6-O-benzyl-2-deoxy-4-O-(3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-3-(1-propenyl)-β-D-glucopyranoside

: 116981-34-1
methyl 2-acetamido-6-O-benzyl-2-deoxy-4-O-(3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-β-D-glucopyranoside

Guidance literature:: With mercury dichloride; mercury(II) oxide; In water; acetone; for 0.5h; Yield given;
DOI:10.1016/0008-6215(88)85093-6

Reference yield:

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

: 116981-34-1
methyl 2-acetamido-6-O-benzyl-2-deoxy-4-O-(3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

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

2: 89 percent / sodium cyanoborohydride, molecular sieves 3 A; HCl / tetrahydrofuran; diethyl ether

3: 77 percent / mercuric cyanide, CaSO₄, molecular sieves 4 A / toluene; nitromethane / 1.) 1.5 h; 2.) 3 h

4: 0.21 M NaOMe / methanol / 48 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 hydrogenchloride; calcium sulfate; barium dihydroxide; Wilkinson's catalyst; 1,8-diazabicyclo[2.2.2.]octane; 3 A molecular sieve; 4 A molecular sieve; sodium methylate; mercury(II) cyanide; sodium cyanoborohydride; mercury dichloride; mercury(II) oxide; barium(II) oxide; In tetrahydrofuran; methanol; diethyl ether; nitromethane; ethanol; water; N,N-dimethyl-formamide; acetone; toluene;
DOI:10.1016/0008-6215(88)85093-6

Reference yield:

: 84439-23-6
2-O-benzoyl-3,4,6-tri-O-benzyl-α-D-galactopyranosyl bromide

: 116981-34-1
methyl 2-acetamido-6-O-benzyl-2-deoxy-4-O-(3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 77 percent / mercuric cyanide, CaSO₄, molecular sieves 4 A / toluene; nitromethane / 1.) 1.5 h; 2.) 3 h

2: 0.21 M NaOMe / methanol / 48 h

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

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

With calcium sulfate; Wilkinson's catalyst; 1,8-diazabicyclo[2.2.2.]octane; 4 A molecular sieve; sodium methylate; mercury(II) cyanide; mercury dichloride; mercury(II) oxide; In methanol; nitromethane; ethanol; water; acetone; toluene;
DOI:10.1016/0008-6215(88)85093-6