methyl 2-[acetyl(phenylsulfonyl)amino]-4-O-(2-acetyl-3,4,6-tri-O-benzyl-β-L-galactopyranosyl)-3,6-di-O-benzyl-2-deoxy-β-L-glucopyranoside

Base Information

Chemical Name:methyl 2-[acetyl(phenylsulfonyl)amino]-4-O-(2-acetyl-3,4,6-tri-O-benzyl-β-L-galactopyranosyl)-3,6-di-O-benzyl-2-deoxy-β-L-glucopyranoside
CAS No.:652972-19-5
Molecular Formula:C₅₈H₆₃NO₁₄S
Molecular Weight:1030.2
Hs Code.:

Synonyms:methyl 2-[acetyl(phenylsulfonyl)amino]-4-O-(2-acetyl-3,4,6-tri-O-benzyl-β-L-galactopyranosyl)-3,6-di-O-benzyl-2-deoxy-β-L-glucopyranoside

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Chemical Property of methyl 2-[acetyl(phenylsulfonyl)amino]-4-O-(2-acetyl-3,4,6-tri-O-benzyl-β-L-galactopyranosyl)-3,6-di-O-benzyl-2-deoxy-β-L-glucopyranoside

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Technology Process of methyl 2-[acetyl(phenylsulfonyl)amino]-4-O-(2-acetyl-3,4,6-tri-O-benzyl-β-L-galactopyranosyl)-3,6-di-O-benzyl-2-deoxy-β-L-glucopyranoside

There total 23 articles about methyl 2-[acetyl(phenylsulfonyl)amino]-4-O-(2-acetyl-3,4,6-tri-O-benzyl-β-L-galactopyranosyl)-3,6-di-O-benzyl-2-deoxy-β-L-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: 95.0%

: 108-24-7
acetic anhydride

: 692740-44-6
methyl 3,6-di-O-benzyl-4-O-(3,4,6-tri-O-benzyl-β-L-galactopyranosyl)-2-deoxy-2-phenylsulfonamido-β-L-glucopyranoside

: 652972-19-5
methyl 2-[acetyl(phenylsulfonyl)amino]-4-O-(2-acetyl-3,4,6-tri-O-benzyl-β-L-galactopyranosyl)-3,6-di-O-benzyl-2-deoxy-β-L-glucopyranoside

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 20 ℃; for 18h;
DOI:10.1021/jo035789l

Reference yield:

: 108-24-7
acetic anhydride

: Acetic acid (2R,3S,4R,5R,6S)-2-((2S,3R,4S,5S,6S)-5-benzenesulfonylamino-4-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-3-yl ester

: 652972-19-5
methyl 2-[acetyl(phenylsulfonyl)amino]-4-O-(2-acetyl-3,4,6-tri-O-benzyl-β-L-galactopyranosyl)-3,6-di-O-benzyl-2-deoxy-β-L-glucopyranoside

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 20 ℃;
DOI:10.1021/ol036183m

Reference yield:

: 547763-55-3
(2S,3S,4S,5R,6R)-4-Benzyloxy-2-benzyloxymethyl-6-hydroxymethyl-tetrahydro-pyran-3,5-diol

: 652972-19-5
methyl 2-[acetyl(phenylsulfonyl)amino]-4-O-(2-acetyl-3,4,6-tri-O-benzyl-β-L-galactopyranosyl)-3,6-di-O-benzyl-2-deoxy-β-L-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: tetramethyl-1-piperidine oxide; NaClO; NaHCO₃ / CH₂Cl₂; H₂O / 0.5 h / 0 °C

2: 0.99 g / N,N-dimethylformamide dineopentyl acetate / xylene / 1 h / 75 - 150 °C

3: 73 percent / di-tert-butyl-4-methylpyridine; MeOTf / CH₂Cl₂; toluene / 18 h / 0 °C

4: 90 percent / I(sym-collidine)2ClO₄ / CH₂Cl₂ / 0.5 h / 0 °C

5: 95 percent / methanol / 18 h / 20 °C

6: 95 percent / 4-(dimethylamino)pyridine; triethylamine / CH₂Cl₂ / 18 h / 20 °C

With dmap; sodium hypochlorite; di-tert-butyl-4-methylpyridine; iodonium(di-γ-collidine) perchlorate; tetramethyl-1-piperidine oxide; sodium hydrogencarbonate; triethylamine; N,N-dimethylformamide dineopentyl acetal; methyl trifluoromethanesulfonate; In methanol; dichloromethane; water; toluene; xylene;
DOI:10.1021/jo035789l