ethyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1->3)-2-O-acetyl-4,6-O-benzylidene-1-thio-β-D-galactopyranoside

Base Information

Chemical Name:ethyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1->3)-2-O-acetyl-4,6-O-benzylidene-1-thio-β-D-galactopyranoside
CAS No.:696598-76-2
Molecular Formula:C₃₁H₄₁NO₁₄S
Molecular Weight:683.731
Hs Code.:

Synonyms:ethyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1->3)-2-O-acetyl-4,6-O-benzylidene-1-thio-β-D-galactopyranoside

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Chemical Property of ethyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1->3)-2-O-acetyl-4,6-O-benzylidene-1-thio-β-D-galactopyranoside

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Technology Process of ethyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1->3)-2-O-acetyl-4,6-O-benzylidene-1-thio-β-D-galactopyranoside

There total 9 articles about ethyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1->3)-2-O-acetyl-4,6-O-benzylidene-1-thio-β-D-galactopyranoside 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: 85.3%

: 108-24-7
acetic anhydride

: Acetic acid (2R,4aR,6S,7R,8S,8aS)-8-((2S,3R,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-amino-tetrahydro-pyran-2-yloxy)-6-ethylsulfanyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester

: 696598-76-2
ethyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1->3)-2-O-acetyl-4,6-O-benzylidene-1-thio-β-D-galactopyranoside

Guidance literature:: With pyridine; at 20 ℃; for 14h;
DOI:10.1081/SCC-120028645

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 696598-76-2
ethyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1->3)-2-O-acetyl-4,6-O-benzylidene-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 89 percent / 10-camphorsulphonic acid / dimethylformamide / 16 h / 20 °C

2: ethylenediamine / butan-1-ol / 20 h / 90 °C

3: 85.3 percent / pyridine / 14 h / 20 °C

With pyridine; camphor-10-sulfonic acid; ethylenediamine; In N,N-dimethyl-formamide; butan-1-ol;
DOI:10.1081/SCC-120028645

Reference yield:

: 172146-95-1
ethyl 3,4-O-isopropylidene-1-thio-β-D-galactopyranoside

: 696598-76-2
ethyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1->3)-2-O-acetyl-4,6-O-benzylidene-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1: 78 percent / pyridine / 8 h / 25 °C

2: 94 percent / pyridine / 3 h / 20 °C

3: 91 percent / aq. acetic acid / 2 h / 80 °C

4: 69 percent / triethylsilyltrifluoromethane sulfonate; molecular sieves 4 Angstroem / CH₂Cl₂ / -30 - 20 °C

5: 76 percent / tetrabutylammonium fluoride / tetrahydrofuran / 6 h / 0 - 25 °C

6: 89 percent / 10-camphorsulphonic acid / dimethylformamide / 16 h / 20 °C

7: ethylenediamine / butan-1-ol / 20 h / 90 °C

8: 85.3 percent / pyridine / 14 h / 20 °C

With pyridine; 4 A molecular sieve; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; triethylsilyl trifluoromethyl sulfonate; acetic acid; ethylenediamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; butan-1-ol;
DOI:10.1081/SCC-120028645