(2S,3S,4S,5R,6S)-6-(4-Carboxy-3-hydroxy-5-pentadecyl-phenoxy)-3,4,5-trihydroxy-tetrahydro-pyran-2-carboxylic acid methyl ester

Base Information

Chemical Name:(2S,3S,4S,5R,6S)-6-(4-Carboxy-3-hydroxy-5-pentadecyl-phenoxy)-3,4,5-trihydroxy-tetrahydro-pyran-2-carboxylic acid methyl ester
CAS No.:869996-31-6
Molecular Formula:C₂₉H₄₆O₁₀
Molecular Weight:554.678
Hs Code.:

Synonyms:(2S,3S,4S,5R,6S)-6-(4-Carboxy-3-hydroxy-5-pentadecyl-phenoxy)-3,4,5-trihydroxy-tetrahydro-pyran-2-carboxylic acid methyl ester

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Chemical Property of (2S,3S,4S,5R,6S)-6-(4-Carboxy-3-hydroxy-5-pentadecyl-phenoxy)-3,4,5-trihydroxy-tetrahydro-pyran-2-carboxylic acid methyl ester

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Technology Process of (2S,3S,4S,5R,6S)-6-(4-Carboxy-3-hydroxy-5-pentadecyl-phenoxy)-3,4,5-trihydroxy-tetrahydro-pyran-2-carboxylic acid methyl ester

There total 12 articles about (2S,3S,4S,5R,6S)-6-(4-Carboxy-3-hydroxy-5-pentadecyl-phenoxy)-3,4,5-trihydroxy-tetrahydro-pyran-2-carboxylic acid methyl 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:

: 869996-30-5
benzyl 4-O-(methyl β-D-glucopyranosyluronate)-2-benzyloxy-6-pentadecanylbenzoate

: 869996-31-6
(2S,3S,4S,5R,6S)-6-(4-Carboxy-3-hydroxy-5-pentadecyl-phenoxy)-3,4,5-trihydroxy-tetrahydro-pyran-2-carboxylic acid methyl ester

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethyl acetate; at 20 ℃; under 760 Torr;
DOI:10.1021/jo051384k

Reference yield:

: 869996-15-6
benzyl 2,4-dihydroxy-6-pentadecanylbenzoate

: 869996-31-6
(2S,3S,4S,5R,6S)-6-(4-Carboxy-3-hydroxy-5-pentadecyl-phenoxy)-3,4,5-trihydroxy-tetrahydro-pyran-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: Ag₂O / acetonitrile / 6 h / 38 °C

2: 112 mg / K₂CO₃ / acetone / 12 h / Heating

3: 78 percent / K₂CO₃ / methanol / 0.33 h / 20 °C

4: H₂ / Pd/C / ethyl acetate / 20 °C / 760 Torr

With hydrogen; potassium carbonate; silver(l) oxide; palladium on activated charcoal; In methanol; ethyl acetate; acetone; acetonitrile; 1: Koenigs-Knorr reaction;
DOI:10.1021/jo051384k

Reference yield:

: 869996-09-8
2,4-bis(benzyloxy)-6-pentadecanylbenzoic acid

: 869996-31-6
(2S,3S,4S,5R,6S)-6-(4-Carboxy-3-hydroxy-5-pentadecyl-phenoxy)-3,4,5-trihydroxy-tetrahydro-pyran-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 99 percent / H₂ / Pd/C / ethyl acetate / 5 h / 20 °C / 760 Torr

2: 88 percent / KHCO₃ / dimethylformamide / 40 h / Heating

3: Ag₂O / acetonitrile / 6 h / 38 °C

4: 112 mg / K₂CO₃ / acetone / 12 h / Heating

5: 78 percent / K₂CO₃ / methanol / 0.33 h / 20 °C

6: H₂ / Pd/C / ethyl acetate / 20 °C / 760 Torr

With hydrogen; potassium carbonate; potassium hydrogencarbonate; silver(l) oxide; palladium on activated charcoal; In methanol; ethyl acetate; N,N-dimethyl-formamide; acetone; acetonitrile; 3: Koenigs-Knorr reaction;
DOI:10.1021/jo051384k