1,3-di-O-acetyl-2-O-(2-methoxyethyl)-5-O-(4-phenylbenzoyl)-β-D-ribose

Base Information

Chemical Name:1,3-di-O-acetyl-2-O-(2-methoxyethyl)-5-O-(4-phenylbenzoyl)-β-D-ribose
CAS No.:553664-33-8
Molecular Formula:C₂₅H₂₈O₉
Molecular Weight:472.492
Hs Code.:

Synonyms:1,3-di-O-acetyl-2-O-(2-methoxyethyl)-5-O-(4-phenylbenzoyl)-β-D-ribose

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Chemical Property of 1,3-di-O-acetyl-2-O-(2-methoxyethyl)-5-O-(4-phenylbenzoyl)-β-D-ribose

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Technology Process of 1,3-di-O-acetyl-2-O-(2-methoxyethyl)-5-O-(4-phenylbenzoyl)-β-D-ribose

There total 6 articles about 1,3-di-O-acetyl-2-O-(2-methoxyethyl)-5-O-(4-phenylbenzoyl)-β-D-ribose 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: 82.0%

: 108-24-7
acetic anhydride

: Biphenyl-4-carboxylic acid (R)-2-[(2R,3S,4R)-4,5-dihydroxy-3-(2-methoxy-ethoxy)-tetrahydro-furan-2-yl]-2-hydroxy-ethyl ester

: 553664-33-8
1,3-di-O-acetyl-2-O-(2-methoxyethyl)-5-O-(4-phenylbenzoyl)-β-D-ribose

: 1,3-di-O-acetyl-2-O-(2-methoxyethyl)-5-O-(4-phenylbenzoyl)-α-D-ribose

Guidance literature:: Biphenyl-4-carboxylic acid (R)-2-[(2R,3S,4R)-4,5-dihydroxy-3-(2-methoxy-ethoxy)-tetrahydro-furan-2-yl]-2-hydroxy-ethyl ester; With sodium periodate; In ethanol; water; at 20 ℃; for 24h;

With hydrogenchloride; In acetone; at 20 ℃; for 24h;

acetic anhydride; With pyridine; at 40 ℃; for 4h;
DOI:10.1002/hlca.200390013

Reference yield:

: 2595-05-3
Diacetone D-glucose

: 553664-33-8
1,3-di-O-acetyl-2-O-(2-methoxyethyl)-5-O-(4-phenylbenzoyl)-β-D-ribose

Guidance literature:: Multi-step reaction with 5 steps

1.1: 95 percent / potassium hydroxide / dimethylsulfoxide / 7.5 h / 55 °C

2.1: 87 percent / AcOH / H₂O / 2 h / 40 °C

3.1: 70 percent / c-C₅H₅N / CH₂Cl₂ / 5 h / 20 °C

4.1: 100 percent / Amberlit IR-120 / methanol; tetrahydrofuran; H₂O / 6.5 h / 60 °C

5.1: NaIO₄ / ethanol; H₂O / 24 h / 20 °C

5.2: HCl / acetone / 24 h / 20 °C

5.3: 82 percent / c-C₅H₅N / 4 h / 40 °C

With pyridine; potassium hydroxide; sodium periodate; Amberlit IR-120; acetic acid; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; dimethyl sulfoxide;
DOI:10.1002/hlca.200390013

Reference yield:

: 582-52-5
1,2:5,6-di-O-isopropylidene-α-D-glucofuranose

: 553664-33-8
1,3-di-O-acetyl-2-O-(2-methoxyethyl)-5-O-(4-phenylbenzoyl)-β-D-ribose

Guidance literature:: Multi-step reaction with 6 steps

1.1: trifluoroacetic anhydride; triethylamine; DMSO / CH₂Cl₂ / -65 - 20 °C

1.2: 82 percent / sodium borohydride / methanol / 1 h / 0 °C

2.1: 95 percent / potassium hydroxide / dimethylsulfoxide / 7.5 h / 55 °C

3.1: 87 percent / AcOH / H₂O / 2 h / 40 °C

4.1: 70 percent / c-C₅H₅N / CH₂Cl₂ / 5 h / 20 °C

5.1: 100 percent / Amberlit IR-120 / methanol; tetrahydrofuran; H₂O / 6.5 h / 60 °C

6.1: NaIO₄ / ethanol; H₂O / 24 h / 20 °C

6.2: HCl / acetone / 24 h / 20 °C

6.3: 82 percent / c-C₅H₅N / 4 h / 40 °C

With pyridine; potassium hydroxide; sodium periodate; Amberlit IR-120; acetic acid; dimethyl sulfoxide; triethylamine; trifluoroacetic anhydride; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; dimethyl sulfoxide;
DOI:10.1002/hlca.200390013