Benzoic acid (2R,3S,4R,5R,6S)-3-acetoxy-2-[(2R,3R,4R,5S,6R)-5-acetoxy-6-acetoxymethyl-3-acetylamino-4-((S)-1-carboxy-ethoxy)-tetrahydro-pyran-2-yloxymethyl]-5-acetylamino-6-benzyloxy-tetrahydro-pyran-4-yl ester

Base Information

Chemical Name:Benzoic acid (2R,3S,4R,5R,6S)-3-acetoxy-2-[(2R,3R,4R,5S,6R)-5-acetoxy-6-acetoxymethyl-3-acetylamino-4-((S)-1-carboxy-ethoxy)-tetrahydro-pyran-2-yloxymethyl]-5-acetylamino-6-benzyloxy-tetrahydro-pyran-4-yl ester
CAS No.:81629-58-5
Molecular Formula:C₃₉H₄₈N₂O₁₇
Molecular Weight:816.813
Hs Code.:

Benzoic acid (2R,3S,4R,5R,6S)-3-acetoxy-2-[(2R,3R,4R,5S,6R)-5-acetoxy-6-acetoxymethyl-3-acetylamino-4-((S)-1-carboxy-ethoxy)-tetrahydro-pyran-2-yloxymethyl]-5-acetylamino-6-benzyloxy-tetrahydro-pyran-4-yl ester

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Chemical Property of Benzoic acid (2R,3S,4R,5R,6S)-3-acetoxy-2-[(2R,3R,4R,5S,6R)-5-acetoxy-6-acetoxymethyl-3-acetylamino-4-((S)-1-carboxy-ethoxy)-tetrahydro-pyran-2-yloxymethyl]-5-acetylamino-6-benzyloxy-tetrahydro-pyran-4-yl ester

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Technology Process of Benzoic acid (2R,3S,4R,5R,6S)-3-acetoxy-2-[(2R,3R,4R,5S,6R)-5-acetoxy-6-acetoxymethyl-3-acetylamino-4-((S)-1-carboxy-ethoxy)-tetrahydro-pyran-2-yloxymethyl]-5-acetylamino-6-benzyloxy-tetrahydro-pyran-4-yl ester

There total 11 articles about Benzoic acid (2R,3S,4R,5R,6S)-3-acetoxy-2-[(2R,3R,4R,5S,6R)-5-acetoxy-6-acetoxymethyl-3-acetylamino-4-((S)-1-carboxy-ethoxy)-tetrahydro-pyran-2-yloxymethyl]-5-acetylamino-6-benzyloxy-tetrahydro-pyran-4-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:

: 79957-36-1,81629-37-0
benzyl 2-acetamido-4,6-di-O-acetyl-2-deoxy-3-O--α-D-glucopyranoside

: 81629-58-5
Benzoic acid (2R,3S,4R,5R,6S)-3-acetoxy-2-[(2R,3R,4R,5S,6R)-5-acetoxy-6-acetoxymethyl-3-acetylamino-4-((S)-1-carboxy-ethoxy)-tetrahydro-pyran-2-yloxymethyl]-5-acetylamino-6-benzyloxy-tetrahydro-pyran-4-yl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 95 percent / hydrogen / 10percent Pd/C / methanol; H₂O; acetic acid / 6.5 h / 30 - 35 °C

2: acetyl chloride / 1,2-dichloro-ethane / 22 h / Ambient temperature

3: acetic acid / 1 h / Ambient temperature

4: 94 percent / ferric chloride / CH₂Cl₂ / 1.5 h / Ambient temperature

5: 86 percent / toluene-p-sulfonic acid monohydrate / CH₂Cl₂ / 30 h / 50 - 60 °C

6: 98 percent / pyridine / 4 h / Ambient temperature

7: 1.) 0.1 M potassium hydroxide, 2.) Amberlite IR-120 (H+) / 1.) 1,4-dioxane, 5 min., room temp.

With pyridine; potassium hydroxide; Amberlite IR-120 (H+); hydrogen; iron(III) chloride; toluene-4-sulfonic acid; acetyl chloride; palladium on activated charcoal; In methanol; dichloromethane; water; acetic acid; 1,2-dichloro-ethane;
DOI:10.1016/S0008-6215(00)81038-1

Reference yield:

: 66026-10-6
N-((4aR,6S,7R,8R,8aS)-6-(benzyloxy)-8-hydroxy-2,2-dimethylhexahydropyrano[3,2-d][1,3]dioxin-7-yl)acetamide

: 81629-58-5
Benzoic acid (2R,3S,4R,5R,6S)-3-acetoxy-2-[(2R,3R,4R,5S,6R)-5-acetoxy-6-acetoxymethyl-3-acetylamino-4-((S)-1-carboxy-ethoxy)-tetrahydro-pyran-2-yloxymethyl]-5-acetylamino-6-benzyloxy-tetrahydro-pyran-4-yl ester

Guidance literature:: Multi-step reaction with 5 steps

1: pyridine

2: 70percent aqueous acetic acid / 1 h / 40 - 45 °C

3: 86 percent / toluene-p-sulfonic acid monohydrate / CH₂Cl₂ / 30 h / 50 - 60 °C

4: 98 percent / pyridine / 4 h / Ambient temperature

5: 1.) 0.1 M potassium hydroxide, 2.) Amberlite IR-120 (H+) / 1.) 1,4-dioxane, 5 min., room temp.

With pyridine; potassium hydroxide; Amberlite IR-120 (H+); toluene-4-sulfonic acid; acetic acid; In dichloromethane;
DOI:10.1016/S0008-6215(00)81038-1

Reference yield:

: 98-88-4
benzoyl chloride

: 81629-58-5
Benzoic acid (2R,3S,4R,5R,6S)-3-acetoxy-2-[(2R,3R,4R,5S,6R)-5-acetoxy-6-acetoxymethyl-3-acetylamino-4-((S)-1-carboxy-ethoxy)-tetrahydro-pyran-2-yloxymethyl]-5-acetylamino-6-benzyloxy-tetrahydro-pyran-4-yl ester

Guidance literature:: Multi-step reaction with 5 steps

1: pyridine

2: 70percent aqueous acetic acid / 1 h / 40 - 45 °C

3: 86 percent / toluene-p-sulfonic acid monohydrate / CH₂Cl₂ / 30 h / 50 - 60 °C

4: 98 percent / pyridine / 4 h / Ambient temperature

5: 1.) 0.1 M potassium hydroxide, 2.) Amberlite IR-120 (H+) / 1.) 1,4-dioxane, 5 min., room temp.

With pyridine; potassium hydroxide; Amberlite IR-120 (H+); toluene-4-sulfonic acid; acetic acid; In dichloromethane;
DOI:10.1016/S0008-6215(00)81038-1