benzyl 2-acetamido-6-O-<2-acetamido-4,6-di-O-acetyl-2-deoxy-3-O-(D-2-propanoyl-L-alanyl-D-isoglutamine benzyl ester)-β-D-glucopyranosyl>-4-O-acetyl-3-O-benzoyl-2-deoxy-α-D-glucopyranoside

Base Information

Chemical Name:benzyl 2-acetamido-6-O-<2-acetamido-4,6-di-O-acetyl-2-deoxy-3-O-(D-2-propanoyl-L-alanyl-D-isoglutamine benzyl ester)-β-D-glucopyranosyl>-4-O-acetyl-3-O-benzoyl-2-deoxy-α-D-glucopyranoside
CAS No.:81629-46-1
Molecular Formula:C₅₄H₆₇N₅O₂₀
Molecular Weight:1106.15
Hs Code.:

benzyl 2-acetamido-6-O-<2-acetamido-4,6-di-O-acetyl-2-deoxy-3-O-(D-2-propanoyl-L-alanyl-D-isoglutamine benzyl ester)-β-D-glucopyranosyl>-4-O-acetyl-3-O-benzoyl-2-deoxy-α-D-glucopyranoside

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Chemical Property of benzyl 2-acetamido-6-O-<2-acetamido-4,6-di-O-acetyl-2-deoxy-3-O-(D-2-propanoyl-L-alanyl-D-isoglutamine benzyl ester)-β-D-glucopyranosyl>-4-O-acetyl-3-O-benzoyl-2-deoxy-α-D-glucopyranoside

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Technology Process of benzyl 2-acetamido-6-O-<2-acetamido-4,6-di-O-acetyl-2-deoxy-3-O-(D-2-propanoyl-L-alanyl-D-isoglutamine benzyl ester)-β-D-glucopyranosyl>-4-O-acetyl-3-O-benzoyl-2-deoxy-α-D-glucopyranoside

There total 12 articles about benzyl 2-acetamido-6-O-<2-acetamido-4,6-di-O-acetyl-2-deoxy-3-O-(D-2-propanoyl-L-alanyl-D-isoglutamine benzyl ester)-β-D-glucopyranosyl>-4-O-acetyl-3-O-benzoyl-2-deoxy-α-D-glucopyranoside 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

: 81629-46-1
benzyl 2-acetamido-6-O-<2-acetamido-4,6-di-O-acetyl-2-deoxy-3-O-(D-2-propanoyl-L-alanyl-D-isoglutamine benzyl ester)-β-D-glucopyranosyl>-4-O-acetyl-3-O-benzoyl-2-deoxy-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 8 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.

8: 1.) N-hydroxysuccinimide, dicyclohexylcarbodiimide, 2.) triethylamine / 1.) 1,4-dioxane, 3 h., room temp., 2.) 1,4-dioxane, room temp., 20 h.

With pyridine; potassium hydroxide; 1-hydroxy-pyrrolidine-2,5-dione; Amberlite IR-120 (H+); hydrogen; iron(III) chloride; toluene-4-sulfonic acid; triethylamine; acetyl chloride; dicyclohexyl-carbodiimide; 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

: 81629-46-1
benzyl 2-acetamido-6-O-<2-acetamido-4,6-di-O-acetyl-2-deoxy-3-O-(D-2-propanoyl-L-alanyl-D-isoglutamine benzyl ester)-β-D-glucopyranosyl>-4-O-acetyl-3-O-benzoyl-2-deoxy-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 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.

6: 1.) N-hydroxysuccinimide, dicyclohexylcarbodiimide, 2.) triethylamine / 1.) 1,4-dioxane, 3 h., room temp., 2.) 1,4-dioxane, room temp., 20 h.

With pyridine; potassium hydroxide; 1-hydroxy-pyrrolidine-2,5-dione; Amberlite IR-120 (H+); toluene-4-sulfonic acid; acetic acid; triethylamine; dicyclohexyl-carbodiimide; In dichloromethane;
DOI:10.1016/S0008-6215(00)81038-1

Reference yield:

: 98-88-4
benzoyl chloride

: 81629-46-1
benzyl 2-acetamido-6-O-<2-acetamido-4,6-di-O-acetyl-2-deoxy-3-O-(D-2-propanoyl-L-alanyl-D-isoglutamine benzyl ester)-β-D-glucopyranosyl>-4-O-acetyl-3-O-benzoyl-2-deoxy-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 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.

6: 1.) N-hydroxysuccinimide, dicyclohexylcarbodiimide, 2.) triethylamine / 1.) 1,4-dioxane, 3 h., room temp., 2.) 1,4-dioxane, room temp., 20 h.

With pyridine; potassium hydroxide; 1-hydroxy-pyrrolidine-2,5-dione; Amberlite IR-120 (H+); toluene-4-sulfonic acid; acetic acid; triethylamine; dicyclohexyl-carbodiimide; In dichloromethane;
DOI:10.1016/S0008-6215(00)81038-1