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

Base Information

Chemical Name: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
CAS No.:219838-85-4
Molecular Formula:C₂₁H₃₁NO₈
Molecular Weight:425.479
Hs Code.:

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 4 articles about 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 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:

: 219838-60-5
4-(1,3-dioxolan-2-yl)-3-oxabutyl 2-O-acetyl-4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranoside

: 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

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethanol; for 2h;
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

: 219838-85-4
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

Guidance literature:: Multi-step reaction with 4 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

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; hydrogen; potassium carbonate; ethanolamine; 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

: 219838-85-4
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

Guidance literature:: Multi-step reaction with 3 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

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; hydrogen; potassium carbonate; palladium on activated charcoal; In ethanol; dichloromethane;
DOI:10.1080/07328309808002355