(2S,3S,4S,5R,6S)-6-(5-Benzoyl-6-hydroxy-indane-1-carbonyloxy)-3,4,5-trihydroxy-tetrahydro-pyran-2-carboxylic acid

Base Information

Chemical Name:(2S,3S,4S,5R,6S)-6-(5-Benzoyl-6-hydroxy-indane-1-carbonyloxy)-3,4,5-trihydroxy-tetrahydro-pyran-2-carboxylic acid
CAS No.:126380-66-3
Molecular Formula:C₂₃H₂₂O₁₀
Molecular Weight:458.422
Hs Code.:

Synonyms:(2S,3S,4S,5R,6S)-6-(5-Benzoyl-6-hydroxy-indane-1-carbonyloxy)-3,4,5-trihydroxy-tetrahydro-pyran-2-carboxylic acid

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Chemical Property of (2S,3S,4S,5R,6S)-6-(5-Benzoyl-6-hydroxy-indane-1-carbonyloxy)-3,4,5-trihydroxy-tetrahydro-pyran-2-carboxylic acid

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Technology Process of (2S,3S,4S,5R,6S)-6-(5-Benzoyl-6-hydroxy-indane-1-carbonyloxy)-3,4,5-trihydroxy-tetrahydro-pyran-2-carboxylic acid

There total 10 articles about (2S,3S,4S,5R,6S)-6-(5-Benzoyl-6-hydroxy-indane-1-carbonyloxy)-3,4,5-trihydroxy-tetrahydro-pyran-2-carboxylic acid 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:

: 126380-65-2
(2S,3S,4S,5R,6S)-6-(5-Benzoyl-6-hydroxy-indane-1-carbonyloxy)-3,4,5-trihydroxy-tetrahydro-pyran-2-carboxylic acid benzyl ester

: 126380-66-3
(2S,3S,4S,5R,6S)-6-(5-Benzoyl-6-hydroxy-indane-1-carbonyloxy)-3,4,5-trihydroxy-tetrahydro-pyran-2-carboxylic acid

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol; ethyl acetate; for 14h; under 760 Torr;
DOI:10.1016/S0040-4039(01)80651-1

Reference yield:

: 50621-74-4
(2S,3S,4S,5R,6R)-3,4,5-Triacetoxy-6-(3,4-dimethoxy-benzyloxy)-tetrahydro-pyran-2-carboxylic acid methyl ester

: 126380-66-3
(2S,3S,4S,5R,6S)-6-(5-Benzoyl-6-hydroxy-indane-1-carbonyloxy)-3,4,5-trihydroxy-tetrahydro-pyran-2-carboxylic acid

Guidance literature:: Multi-step reaction with 9 steps

1: 74 percent / NaOMe / methanol / 3 h / Ambient temperature

2: 87 percent / pyridine / 60 h / 25 °C

3: 0.1 N NaOH / tetrahydrofuran; H₂O / 18 h / Ambient temperature

4: CH₂Cl₂ / 1 h / Ambient temperature

5: pyridine / CH₂Cl₂ / 24 h / Ambient temperature

6: 88 percent / DDQ / CH₂Cl₂; H₂O / 24 h / Ambient temperature

8: 35 percent / Pd(PPh₃)4, PPh₃, acetylacetone / tetrahydrofuran / 6 h / Ambient temperature

9: H₂ / Pd-C / ethyl acetate; methanol / 14 h / 760 Torr

With pyridine; sodium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydrogen; sodium methylate; triphenylphosphine; acetylacetone; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; ethyl acetate;
DOI:10.1016/S0040-4039(01)80651-1

Reference yield:

: 126380-61-8
(2S,3S,4S,5R,6R)-6-(3,4-Dimethoxy-benzyloxy)-3,4,5-trihydroxy-tetrahydro-pyran-2-carboxylic acid methyl ester

: 126380-66-3
(2S,3S,4S,5R,6S)-6-(5-Benzoyl-6-hydroxy-indane-1-carbonyloxy)-3,4,5-trihydroxy-tetrahydro-pyran-2-carboxylic acid

Guidance literature:: Multi-step reaction with 8 steps

1: 87 percent / pyridine / 60 h / 25 °C

2: 0.1 N NaOH / tetrahydrofuran; H₂O / 18 h / Ambient temperature

3: CH₂Cl₂ / 1 h / Ambient temperature

4: pyridine / CH₂Cl₂ / 24 h / Ambient temperature

5: 88 percent / DDQ / CH₂Cl₂; H₂O / 24 h / Ambient temperature

7: 35 percent / Pd(PPh₃)4, PPh₃, acetylacetone / tetrahydrofuran / 6 h / Ambient temperature

8: H₂ / Pd-C / ethyl acetate; methanol / 14 h / 760 Torr

With pyridine; sodium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydrogen; triphenylphosphine; acetylacetone; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; ethyl acetate;
DOI:10.1016/S0040-4039(01)80651-1