ethyl-(3,6-di-O-allyl-4-O-benzyl-β-D-mannopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

Base Information

Chemical Name:ethyl-(3,6-di-O-allyl-4-O-benzyl-β-D-mannopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside
CAS No.:1365547-50-7
Molecular Formula:C₄₉H₅₅NO₁₁S
Molecular Weight:866.042
Hs Code.:

Synonyms:ethyl-(3,6-di-O-allyl-4-O-benzyl-β-D-mannopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

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Chemical Property of ethyl-(3,6-di-O-allyl-4-O-benzyl-β-D-mannopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

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Technology Process of ethyl-(3,6-di-O-allyl-4-O-benzyl-β-D-mannopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

There total 6 articles about ethyl-(3,6-di-O-allyl-4-O-benzyl-β-D-mannopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-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: 90.0%

: C₄₉H₅₃NO₁₁S

: 1365547-50-7
ethyl-(3,6-di-O-allyl-4-O-benzyl-β-D-mannopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

Guidance literature:: With tetrabutylammonium borohydride; In tetrahydrofuran; at 0 ℃;
DOI:10.1080/07328303.2011.642433

Reference yield:

: 1365547-42-7
3,6-di-O-allyl-4-O-benzyl-1,2-O-(1-ethoxyethylidene)-α-D-glucopyranose

: 1365547-50-7
ethyl-(3,6-di-O-allyl-4-O-benzyl-β-D-mannopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: hydrogen bromide; acetic acid / dichloromethane / 0.67 h / 0 °C / Molecular sieve; Inert atmosphere

2.1: dichloromethane / 0.33 h / Molecular sieve; Inert atmosphere; Darkness

2.2: 0.5 h / -50 °C / Molecular sieve

3.1: potassium carbonate / tetrahydrofuran; methanol

4.1: acetic anhydride / dimethyl sulfoxide / 20 °C

5.1: tetrabutylammonium borohydride / tetrahydrofuran / 0 °C

With hydrogen bromide; acetic anhydride; tetrabutylammonium borohydride; potassium carbonate; acetic acid; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide;
DOI:10.1080/07328303.2011.642433

Reference yield:

: 1,2,4-tri-O-acetyl-3,6-di-O-allyl-α,β-D-glucopyranose

: 1365547-50-7
ethyl-(3,6-di-O-allyl-4-O-benzyl-β-D-mannopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1.1: hydrogen bromide; acetic acid / dichloromethane / 0.17 h / 0 °C / Molecular sieve

2.1: 2,4,6-trimethyl-pyridine; tetrabutylammomium bromide / acetonitrile / Molecular sieve; Inert atmosphere

3.1: potassium hydroxide / tetrahydrofuran / 0 - 20 °C

4.1: hydrogen bromide; acetic acid / dichloromethane / 0.67 h / 0 °C / Molecular sieve; Inert atmosphere

5.1: dichloromethane / 0.33 h / Molecular sieve; Inert atmosphere; Darkness

5.2: 0.5 h / -50 °C / Molecular sieve

6.1: potassium carbonate / tetrahydrofuran; methanol

7.1: acetic anhydride / dimethyl sulfoxide / 20 °C

8.1: tetrabutylammonium borohydride / tetrahydrofuran / 0 °C

With 2,4,6-trimethyl-pyridine; tetrabutylammomium bromide; hydrogen bromide; acetic anhydride; tetrabutylammonium borohydride; potassium carbonate; acetic acid; potassium hydroxide; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; acetonitrile;
DOI:10.1080/07328303.2011.642433