methyl 2-(N-acetylacetamido)-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-4-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-6-O-benzyl-2-deoxy-β-D-glucopyranoside

Base Information

Chemical Name:methyl 2-(N-acetylacetamido)-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-4-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-6-O-benzyl-2-deoxy-β-D-glucopyranoside
CAS No.:581797-51-5
Molecular Formula:C₄₄H₅₉NO₂₃
Molecular Weight:969.945
Hs Code.:

methyl 2-(N-acetylacetamido)-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-4-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-6-O-benzyl-2-deoxy-β-D-glucopyranoside

Synonyms:methyl 2-(N-acetylacetamido)-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-4-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-6-O-benzyl-2-deoxy-β-D-glucopyranoside

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Chemical Property of methyl 2-(N-acetylacetamido)-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-4-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-6-O-benzyl-2-deoxy-β-D-glucopyranoside

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Technology Process of methyl 2-(N-acetylacetamido)-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-4-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-6-O-benzyl-2-deoxy-β-D-glucopyranoside

There total 3 articles about methyl 2-(N-acetylacetamido)-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-4-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-6-O-benzyl-2-deoxy-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: 91.0%

: 113893-72-4
2,3,4-tri-O-acetyl-L-rhamnopyranosyl trichloroacetimidate

: 581797-50-4
methyl 2-(N-acetylacetamido)-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-6-O-benzyl-2-deoxy-β-D-glucopyranoside

: 581797-51-5
methyl 2-(N-acetylacetamido)-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-4-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-6-O-benzyl-2-deoxy-β-D-glucopyranoside

Guidance literature:: With triethylsilyl trifluoromethyl sulfonate; In dichloromethane; at -78 - 20 ℃;
DOI:10.1021/ol034669x

Reference yield:

: 98856-39-4
methyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranoside

: 581797-51-5
methyl 2-(N-acetylacetamido)-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-4-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-6-O-benzyl-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 94 percent / N,N-diisopropylethylamine / CH₂Cl₂ / 20 °C

2: 80 percent / sodium cyanoborohydride; molecular sieves 4 Angstroem; hydrochloric acid / tetrahydrofuran; diethyl ether / 0 °C

3: 91 percent / triethylsilyltrifluoromethanesulfonate; molecular sieves 4 Angstroem / CH₂Cl₂ / 2 h / -78 - 20 °C

With hydrogenchloride; 4 A molecular sieve; triethylsilyl trifluoromethyl sulfonate; sodium cyanoborohydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/jo050707+

Reference yield:

: 581797-49-1
methyl 2-(N-acetylacetamido)-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

: 581797-51-5
methyl 2-(N-acetylacetamido)-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-4-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-6-O-benzyl-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 80 percent / sodium cyanoborohydride; molecular sieves 4 Angstroem; hydrochloric acid / tetrahydrofuran; diethyl ether / 0 °C

2: 91 percent / triethylsilyltrifluoromethanesulfonate; molecular sieves 4 Angstroem / CH₂Cl₂ / 2 h / -78 - 20 °C

With hydrogenchloride; 4 A molecular sieve; triethylsilyl trifluoromethyl sulfonate; sodium cyanoborohydride; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/jo050707+