4-((2S,3R,4S,5R,6R)-3,4,5-Triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-benzoic acid benzyl ester

Base Information

Chemical Name:4-((2S,3R,4S,5R,6R)-3,4,5-Triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-benzoic acid benzyl ester
CAS No.:160974-72-1
Molecular Formula:C₂₈H₃₀O₁₂
Molecular Weight:558.539
Hs Code.:

Synonyms:4-((2S,3R,4S,5R,6R)-3,4,5-Triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-benzoic acid benzyl ester

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Chemical Property of 4-((2S,3R,4S,5R,6R)-3,4,5-Triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-benzoic acid benzyl ester

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Technology Process of 4-((2S,3R,4S,5R,6R)-3,4,5-Triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-benzoic acid benzyl ester

There total 1 articles about 4-((2S,3R,4S,5R,6R)-3,4,5-Triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-benzoic acid benzyl 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: 65.0%

: 94-18-8
Benzyl 4-hydroxybenzoate

: 572-09-8
2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

: 160974-72-1
4-((2S,3R,4S,5R,6R)-3,4,5-Triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-benzoic acid benzyl ester

Guidance literature:: With silver(l) oxide; In quinoline;
DOI:10.1248/bpb.18.208

Reference yield:

: 160974-72-1
4-((2S,3R,4S,5R,6R)-3,4,5-Triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-benzoic acid benzyl ester

: 76306-75-7
2,3,4,6-O-tetraacetyl-4-β-D-glucopyranosyloxybenzoic acid

Guidance literature:: With hydrogen; palladium on activated charcoal; In tetrahydrofuran; at 20 ℃; for 24h;
DOI:10.1248/bpb.18.208

Reference yield:

: 160974-72-1
4-((2S,3R,4S,5R,6R)-3,4,5-Triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-benzoic acid benzyl ester

: 4-O-(β-D-glucopyranosyl)benzohydroxamic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 1.45 g / H₂ / 10 percent Pd-C / tetrahydrofuran / 24 h / 20 °C

2: 75.4 percent / dicyclohexylcarbodiimide; 1-hydroxybenzotriazol; triethylamine / CH₂Cl₂; dimethylformamide / 0 °C

3: 98 percent / H₂ / 10 percent Pd-C / methanol; tetrahydrofuran / 24 h / 20 °C

4: 35.7 percent / NaOMe / methanol / 0 °C

With hydrogen; sodium methylate; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; 1: Hydrogenolysis / 2: Acylation / 3: Hydrogenolysis / 4: Deacetylation;
DOI:10.1248/bpb.18.208