4-pentenyl O-(2,3,4-O-triacetyl-6-O-benzyl-β-D-mannopyranosyl)-(1->4)-2-acetamido-3,6-di-O-acetyl-2-deoxy-β-D-glucopyranoside

Base Information

Chemical Name:4-pentenyl O-(2,3,4-O-triacetyl-6-O-benzyl-β-D-mannopyranosyl)-(1->4)-2-acetamido-3,6-di-O-acetyl-2-deoxy-β-D-glucopyranoside
CAS No.:895161-89-4
Molecular Formula:C₃₆H₄₉NO₁₆
Molecular Weight:751.782
Hs Code.:

Synonyms:4-pentenyl O-(2,3,4-O-triacetyl-6-O-benzyl-β-D-mannopyranosyl)-(1->4)-2-acetamido-3,6-di-O-acetyl-2-deoxy-β-D-glucopyranoside

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Chemical Property of 4-pentenyl O-(2,3,4-O-triacetyl-6-O-benzyl-β-D-mannopyranosyl)-(1->4)-2-acetamido-3,6-di-O-acetyl-2-deoxy-β-D-glucopyranoside

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Technology Process of 4-pentenyl O-(2,3,4-O-triacetyl-6-O-benzyl-β-D-mannopyranosyl)-(1->4)-2-acetamido-3,6-di-O-acetyl-2-deoxy-β-D-glucopyranoside

There total 8 articles about 4-pentenyl O-(2,3,4-O-triacetyl-6-O-benzyl-β-D-mannopyranosyl)-(1->4)-2-acetamido-3,6-di-O-acetyl-2-deoxy-β-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: 95.0%

: 4-pentenyl O-(4-O-acetyl-2,3-di-O-benzoyl-6-O-benzyl-β-D-mannopyranosyl)-(1→ 4)-2-acetamido-3,6-di-O-benzoyl-2-deoxy-β-D-glucopyranoside

: 108-24-7
acetic anhydride

: 895161-89-4
4-pentenyl O-(2,3,4-O-triacetyl-6-O-benzyl-β-D-mannopyranosyl)-(1->4)-2-acetamido-3,6-di-O-acetyl-2-deoxy-β-D-glucopyranoside

Guidance literature:: 4-pentenyl O-(4-O-acetyl-2,3-di-O-benzoyl-6-O-benzyl-β-D-mannopyranosyl)-(1→ 4)-2-acetamido-3,6-di-O-benzoyl-2-deoxy-β-D-glucopyranoside; With sodium methylate; In methanol; at 20 ℃; for 2h;

acetic anhydride; With pyridine; at 20 ℃;

Reference yield:

: 36954-64-0
O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-(1->4)-2-acetamido-1,3,6-tri-O-acetyl-2-deoxy-α-D-glucopyranose

: 895161-89-4
4-pentenyl O-(2,3,4-O-triacetyl-6-O-benzyl-β-D-mannopyranosyl)-(1->4)-2-acetamido-3,6-di-O-acetyl-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1.1: trimethylsilyl trifluoromethanesulfonate / 1,2-dichloro-ethane / 50 °C / Inert atmosphere

2.1: camphor-10-sulfonic acid / 1,2-dichloro-ethane / 2 h / 90 °C / Inert atmosphere

3.1: sodium methylate / methanol / 2 h / 20 °C

3.2: 10 h / 50 °C

4.1: triethylamine / acetonitrile / 8 h / -30 °C

5.1: pyridine; trifluoromethylsulfonic anhydride / dichloromethane / 1 h / 0 °C

5.2: 2 h / Reflux

6.1: triethylsilane; trifluoroacetic anhydride / dichloromethane / 0.08 h / 0 °C

6.2: 0 - 20 °C

6.3: 20 °C

7.1: sodium methylate / methanol / 2 h / 20 °C

7.2: 20 °C

With pyridine; triethylsilane; trifluoromethylsulfonic anhydride; trimethylsilyl trifluoromethanesulfonate; camphor-10-sulfonic acid; sodium methylate; triethylamine; trifluoroacetic anhydride; In methanol; dichloromethane; 1,2-dichloro-ethane; acetonitrile;

Reference yield:

: 91878-42-1
2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyl-(1→4)-3,6-di-O-acetyl-2-azido-2-deoxy-1-O-nitro-β-D-glucopyranose

: 895161-89-4
4-pentenyl O-(2,3,4-O-triacetyl-6-O-benzyl-β-D-mannopyranosyl)-(1->4)-2-acetamido-3,6-di-O-acetyl-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1.1: sodium acetate; acetic acid / 1 h / 100 °C

1.2: 1 h / 20 °C

2.1: trimethylsilyl trifluoromethanesulfonate / 1,2-dichloro-ethane / 50 °C / Inert atmosphere

3.1: camphor-10-sulfonic acid / 1,2-dichloro-ethane / 2 h / 90 °C / Inert atmosphere

4.1: sodium methylate / methanol / 2 h / 20 °C

4.2: 10 h / 50 °C

5.1: triethylamine / acetonitrile / 8 h / -30 °C

6.1: pyridine; trifluoromethylsulfonic anhydride / dichloromethane / 1 h / 0 °C

6.2: 2 h / Reflux

7.1: triethylsilane; trifluoroacetic anhydride / dichloromethane / 0.08 h / 0 °C

7.2: 0 - 20 °C

7.3: 20 °C

8.1: sodium methylate / methanol / 2 h / 20 °C

8.2: 20 °C

With pyridine; triethylsilane; trifluoromethylsulfonic anhydride; trimethylsilyl trifluoromethanesulfonate; camphor-10-sulfonic acid; sodium methylate; sodium acetate; acetic acid; triethylamine; trifluoroacetic anhydride; In methanol; dichloromethane; 1,2-dichloro-ethane; acetonitrile;