phenyl O-(α-D-glucopyranosyl-(1->4)-O-(α-D-glucopyranosyl)-(1->4)-1-thio-β-D-glucopyranoside

Base Information

• Chemical Name: phenyl O-(α-D-glucopyranosyl-(1->4)-O-(α-D-glucopyranosyl)-(1->4)-1-thio-β-D-glucopyranoside
• CAS No.: 291765-13-4
• Molecular Formula: C₂₄H₃₆O₁₅S
• Molecular Weight: 596.607

Synonyms:phenyl O-(α-D-glucopyranosyl-(1->4)-O-(α-D-glucopyranosyl)-(1->4)-1-thio-β-D-glucopyranoside

Chemical Property of phenyl O-(α-D-glucopyranosyl-(1->4)-O-(α-D-glucopyranosyl)-(1->4)-1-thio-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of phenyl O-(α-D-glucopyranosyl-(1->4)-O-(α-D-glucopyranosyl)-(1->4)-1-thio-β-D-glucopyranoside

There total 4 articles about phenyl O-(α-D-glucopyranosyl-(1->4)-O-(α-D-glucopyranosyl)-(1->4)-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: 100.0%

phenyl 2I,3I,6I,2II,3II,6II,2III,3III,4III,6III-deca-O-acetyl-1I-thio-β-maltotrioside (153879-70-0) → phenyl O-(α-D-glucopyranosyl-(1->4)-O-(α-D-glucopyranosyl)-(1->4)-1-thio-β-D-glucopyranoside (291765-13-4)

Guidance literature:

With sodium methylate; In tetrahydrofuran; methanol; at 20 ℃; for 3h;

DOI:10.1055/s-2002-20038

Reference yield:

phenylthiotrimethylsilane (4551-15-9) → phenyl O-(α-D-glucopyranosyl-(1->4)-O-(α-D-glucopyranosyl)-(1->4)-1-thio-β-D-glucopyranoside (291765-13-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 28.9 g / ZnI₂ / 1,2-dichloro-ethane / 20 °C

2: 93 percent / MeONa / methanol / 4 h / 20 °C

With sodium methylate; zinc(II) iodide; In methanol; 1,2-dichloro-ethane;

DOI:10.1021/jo025887r

Reference yield:

maltotriose peracetate (76821-26-6) → phenyl O-(α-D-glucopyranosyl-(1->4)-O-(α-D-glucopyranosyl)-(1->4)-1-thio-β-D-glucopyranoside (291765-13-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 28.9 g / ZnI₂ / 1,2-dichloro-ethane / 20 °C

2: 93 percent / MeONa / methanol / 4 h / 20 °C

With sodium methylate; zinc(II) iodide; In methanol; 1,2-dichloro-ethane;

DOI:10.1021/jo025887r

upstream raw materials:

phenyl 2^I,3^I,6^I,2^II,3^II,6^II,2^III,3^III,4^III,6^III-deca-O-acetyl-1^I-thio-β-maltotrioside

maltotriose peracetate

phenylthiotrimethylsilane

(2S,3R,4S,5R,6R)-6-(acetoxymethyl)-5-((2R,3R,4S,5R,6R)-3,4-diacetoxy-6-(acetoxymethyl)-5-((2R,3R,4S,5R,6R)-3,4,5-triacetoxy-6-(acetoxymethyl)tetrahydro-2H-pyran-2-yloxy)tetrahydro-2H-pyran-2-yloxy)tetrahydro-2H-pyran-2,3,4-triyl triacetate

Downstream raw materials:

phenyl O-(4,6-O-benzylidene-α-D-glucopyranosyl-(1->4)-O-(α-D-glucopyranosyl)-(1->4)-1-thio-β-D-glucopyranoside

phenyl 4^II,6^II-O-benzylidene-6^I-O-tert-butyldiphenylsilyl-1^I-thio-β-maltotrioside

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