4-pentenyl O-(3-O-benzoyl-4,6-O-benzylidene-β-D-glucopyranosyl)-(1->4)-3,6-di-O-benzoyl-2-acetamido-2-deoxy-β-D-glucopyranoside

Base Information

Chemical Name:4-pentenyl O-(3-O-benzoyl-4,6-O-benzylidene-β-D-glucopyranosyl)-(1->4)-3,6-di-O-benzoyl-2-acetamido-2-deoxy-β-D-glucopyranoside
CAS No.:895161-80-5
Molecular Formula:C₄₇H₄₉NO₁₄
Molecular Weight:851.904
Hs Code.:

Synonyms:4-pentenyl O-(3-O-benzoyl-4,6-O-benzylidene-β-D-glucopyranosyl)-(1->4)-3,6-di-O-benzoyl-2-acetamido-2-deoxy-β-D-glucopyranoside

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Chemical Property of 4-pentenyl O-(3-O-benzoyl-4,6-O-benzylidene-β-D-glucopyranosyl)-(1->4)-3,6-di-O-benzoyl-2-acetamido-2-deoxy-β-D-glucopyranoside

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Technology Process of 4-pentenyl O-(3-O-benzoyl-4,6-O-benzylidene-β-D-glucopyranosyl)-(1->4)-3,6-di-O-benzoyl-2-acetamido-2-deoxy-β-D-glucopyranoside

There total 5 articles about 4-pentenyl O-(3-O-benzoyl-4,6-O-benzylidene-β-D-glucopyranosyl)-(1->4)-3,6-di-O-benzoyl-2-acetamido-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: 34.0%

: 613-90-1
benzoyl cyanide

: 895161-76-9
4-pentenyl O-(4,6-O-benzylidene-β-D-glucopyranosyl)-(1->4)-2-acetamido-2-deoxy-β-D-glucopyranoside

: 895161-80-5
4-pentenyl O-(3-O-benzoyl-4,6-O-benzylidene-β-D-glucopyranosyl)-(1->4)-3,6-di-O-benzoyl-2-acetamido-2-deoxy-β-D-glucopyranoside

Guidance literature:: With triethylamine; In acetonitrile; at -30 ℃; for 5h;
DOI:10.1002/chem.200501196

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

: 895161-80-5
4-pentenyl O-(3-O-benzoyl-4,6-O-benzylidene-β-D-glucopyranosyl)-(1->4)-3,6-di-O-benzoyl-2-acetamido-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 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

With trimethylsilyl trifluoromethanesulfonate; camphor-10-sulfonic acid; sodium methylate; triethylamine; In methanol; 1,2-dichloro-ethane; acetonitrile;

Reference yield:

: 895161-74-7
4-pentenyl O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-(1->4)-3,6-di-O-acetyl-2-acetamido-2-deoxy-β-D-glucopyranoside

: 895161-80-5
4-pentenyl O-(3-O-benzoyl-4,6-O-benzylidene-β-D-glucopyranosyl)-(1->4)-3,6-di-O-benzoyl-2-acetamido-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

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

1.2: 10 h / 50 °C

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

With sodium methylate; triethylamine; In methanol; acetonitrile;