4-(1,3-dioxolan-2-yl)-3-oxabutyl 2-O-acetyl-3-O-benzyl-4,6-dideoxy-4-(2,4-di-O-acetyl-3-deoxy-L-glycero-tetronyl)-α-D-mannopyranoside

Base Information

Chemical Name:4-(1,3-dioxolan-2-yl)-3-oxabutyl 2-O-acetyl-3-O-benzyl-4,6-dideoxy-4-(2,4-di-O-acetyl-3-deoxy-L-glycero-tetronyl)-α-D-mannopyranoside
CAS No.:219838-72-9
Molecular Formula:C₂₉H₄₁NO₁₃
Molecular Weight:611.643
Hs Code.:

Synonyms:4-(1,3-dioxolan-2-yl)-3-oxabutyl 2-O-acetyl-3-O-benzyl-4,6-dideoxy-4-(2,4-di-O-acetyl-3-deoxy-L-glycero-tetronyl)-α-D-mannopyranoside

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Chemical Property of 4-(1,3-dioxolan-2-yl)-3-oxabutyl 2-O-acetyl-3-O-benzyl-4,6-dideoxy-4-(2,4-di-O-acetyl-3-deoxy-L-glycero-tetronyl)-α-D-mannopyranoside

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Technology Process of 4-(1,3-dioxolan-2-yl)-3-oxabutyl 2-O-acetyl-3-O-benzyl-4,6-dideoxy-4-(2,4-di-O-acetyl-3-deoxy-L-glycero-tetronyl)-α-D-mannopyranoside

There total 5 articles about 4-(1,3-dioxolan-2-yl)-3-oxabutyl 2-O-acetyl-3-O-benzyl-4,6-dideoxy-4-(2,4-di-O-acetyl-3-deoxy-L-glycero-tetronyl)-α-D-mannopyranoside 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: 85.0%

: 153704-84-8
2,4-di-O-acetyl-3-deoxy-L-glycero-tetronic acid

: 219838-85-4
Acetic acid (2S,3S,4S,5R,6R)-5-amino-4-benzyloxy-2-[2-([1,3]dioxolan-2-ylmethoxy)-ethoxy]-6-methyl-tetrahydro-pyran-3-yl ester

: 219838-72-9
4-(1,3-dioxolan-2-yl)-3-oxabutyl 2-O-acetyl-3-O-benzyl-4,6-dideoxy-4-(2,4-di-O-acetyl-3-deoxy-L-glycero-tetronyl)-α-D-mannopyranoside

Guidance literature:: With N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; In dichloromethane; for 0.25h;
DOI:10.1080/07328309808002355

Reference yield:

: 117107-69-4
1,2-Di-O-acetyl-4-azido-4,6-dideoxy-3-O-benzyl-α-D-mannopyranoside

: 219838-72-9
4-(1,3-dioxolan-2-yl)-3-oxabutyl 2-O-acetyl-3-O-benzyl-4,6-dideoxy-4-(2,4-di-O-acetyl-3-deoxy-L-glycero-tetronyl)-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 2-aminoethanol / ethyl acetate / 4 h

2: K₂CO₃ / CH₂Cl₂ / 24 h

3: 68 percent / molecular sieves 4 Angstroem, trimethylsilyl triflate / CH₂Cl₂ / 0.25 h

4: H₂ / Pd/C / ethanol / 2 h

5: 85 percent / EEDQ / CH₂Cl₂ / 0.25 h

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; hydrogen; potassium carbonate; ethanolamine; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; palladium on activated charcoal; In ethanol; dichloromethane; ethyl acetate;
DOI:10.1080/07328309808002355

Reference yield:

: Acetic acid (2S,3S,4S,5R,6R)-5-azido-4-benzyloxy-2-hydroxy-6-methyl-tetrahydro-pyran-3-yl ester

: 219838-72-9
4-(1,3-dioxolan-2-yl)-3-oxabutyl 2-O-acetyl-3-O-benzyl-4,6-dideoxy-4-(2,4-di-O-acetyl-3-deoxy-L-glycero-tetronyl)-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: K₂CO₃ / CH₂Cl₂ / 24 h

2: 68 percent / molecular sieves 4 Angstroem, trimethylsilyl triflate / CH₂Cl₂ / 0.25 h

3: H₂ / Pd/C / ethanol / 2 h

4: 85 percent / EEDQ / CH₂Cl₂ / 0.25 h

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; hydrogen; potassium carbonate; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; palladium on activated charcoal; In ethanol; dichloromethane;
DOI:10.1080/07328309808002355