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

Base Information

• Chemical Name: 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
• CAS No.: 153879-70-0
• Molecular Formula: C₄₄H₅₆O₂₅S
• Molecular Weight: 1016.98
• Mol file: 153879-70-0.mol

Synonyms: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

Chemical Property of 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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 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

There total 1 articles about 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 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: 70.0%

phenylthiotrimethylsilane (4551-15-9) + (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 (17690-94-7,31873-40-2,31873-41-3,35396-13-5,54192-78-8,61139-07-9,61687-84-1,61687-85-2,69349-75-3,76821-26-6,80446-83-9,113473-58-8,116182-08-2,139894-77-2,141847-33-8,151061-59-5,151061-60-8) → phenyl 2I,3I,6I,2II,3II,6II,2III,3III,4III,6III-deca-O-acetyl-1I-thio-β-maltotrioside (153879-70-0)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at 20 ℃; for 16h;

DOI:10.1055/s-2002-20038

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:

phenyl 2I,3I,6I,2II,3II,6II,2III,3III,4III,6III-deca-O-acetyl-1I-thio-β-maltotrioside (153879-70-0) → phenyl O-(4,6-O-benzylidene-α-D-glucopyranosyl-(1->4)-O-(α-D-glucopyranosyl)-(1->4)-1-thio-β-D-glucopyranoside (426218-93-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / MeONa / methanol / 4 h / 20 °C

2: TsOH*H₂O / dimethylformamide / 3 h / 60 °C / 15 Torr

With sodium methylate; toluene-4-sulfonic acid; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/jo025887r

upstream raw materials:

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

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