8-methoxycarbonyloctyl 3,4,6-tri-O-benzyl-β-D-galactopyranosyl-(1->3)-2-acetamido-2,6-dideoxy-β-D-glucopyranoside

Base Information

Chemical Name:8-methoxycarbonyloctyl 3,4,6-tri-O-benzyl-β-D-galactopyranosyl-(1->3)-2-acetamido-2,6-dideoxy-β-D-glucopyranoside
CAS No.:180336-01-0
Molecular Formula:C₄₅H₆₁NO₁₂
Molecular Weight:807.979
Hs Code.:

Synonyms:8-methoxycarbonyloctyl 3,4,6-tri-O-benzyl-β-D-galactopyranosyl-(1->3)-2-acetamido-2,6-dideoxy-β-D-glucopyranoside

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Chemical Property of 8-methoxycarbonyloctyl 3,4,6-tri-O-benzyl-β-D-galactopyranosyl-(1->3)-2-acetamido-2,6-dideoxy-β-D-glucopyranoside

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Technology Process of 8-methoxycarbonyloctyl 3,4,6-tri-O-benzyl-β-D-galactopyranosyl-(1->3)-2-acetamido-2,6-dideoxy-β-D-glucopyranoside

There total 5 articles about 8-methoxycarbonyloctyl 3,4,6-tri-O-benzyl-β-D-galactopyranosyl-(1->3)-2-acetamido-2,6-dideoxy-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: 80.0%

: 180336-00-9
8-methoxycarbonyloctyl 2-O-acetyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl-(1->3)-2-acetamido-2,6-dideoxy-β-D-glucopyranoside

: 180336-01-0
8-methoxycarbonyloctyl 3,4,6-tri-O-benzyl-β-D-galactopyranosyl-(1->3)-2-acetamido-2,6-dideoxy-β-D-glucopyranoside

Guidance literature:: With sodium methylate; In methanol; for 6h;
DOI:10.1016/0008-6215(96)00047-X

Reference yield:

: 71048-95-8
ω-methoxycarbonyloctyl 2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

: 180336-01-0
8-methoxycarbonyloctyl 3,4,6-tri-O-benzyl-β-D-galactopyranosyl-(1->3)-2-acetamido-2,6-dideoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 40 percent / N-bromosuccinimide; barium carbonate / CCl₄; 1,1,2,2-tetrachloro-ethane / 5 h / Heating

2: 73 percent / hydrogen; Et₃N / Pd/C / methanol / 48 h / 760 Torr

3: 91 percent / mercuric cyanide; calcium sulfate; 4 Angstroem molecular sieves / nitromethane; toluene / 2 h

4: 80 percent / NaOMe / methanol / 6 h

With calcium sulfate; N-Bromosuccinimide; 4 A molecular sieve; hydrogen; sodium methylate; mercury(II) cyanide; triethylamine; barium carbonate; palladium on activated charcoal; In methanol; tetrachloromethane; nitromethane; toluene; 1,1,2,2-tetrachloroethane; 1: Bromination / 2: Hydrogenolysis / 3: glycosylation / 4: Deacetylation;
DOI:10.1016/0008-6215(96)00047-X

Reference yield:

: 180335-93-7
8-methoxycarbonyloctyl 2-acetamido-4-O-benzoyl-6-bromo-2,6-dideoxy-β-D-glucopyranoside

: 180336-01-0
8-methoxycarbonyloctyl 3,4,6-tri-O-benzyl-β-D-galactopyranosyl-(1->3)-2-acetamido-2,6-dideoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 73 percent / hydrogen; Et₃N / Pd/C / methanol / 48 h / 760 Torr

2: 91 percent / mercuric cyanide; calcium sulfate; 4 Angstroem molecular sieves / nitromethane; toluene / 2 h

3: 80 percent / NaOMe / methanol / 6 h

With calcium sulfate; 4 A molecular sieve; hydrogen; sodium methylate; mercury(II) cyanide; triethylamine; palladium on activated charcoal; In methanol; nitromethane; toluene; 1: Hydrogenolysis / 2: glycosylation / 3: Deacetylation;
DOI:10.1016/0008-6215(96)00047-X