(3E)-methyl-(3,4,6-tri-O-benzyl-1-deoxy-β-D-glucopyranosyl)-(1?7C)-2-O-benzyl-4,6-O-benzylidene-3-methylene-α-D-mannopyranoside

Base Information

Chemical Name:(3E)-methyl-(3,4,6-tri-O-benzyl-1-deoxy-β-D-glucopyranosyl)-(1?7C)-2-O-benzyl-4,6-O-benzylidene-3-methylene-α-D-mannopyranoside
CAS No.:1431846-05-7
Molecular Formula:C₄₉H₅₂O₁₀
Molecular Weight:800.946
Hs Code.:

Synonyms:(3E)-methyl-(3,4,6-tri-O-benzyl-1-deoxy-β-D-glucopyranosyl)-(1?7C)-2-O-benzyl-4,6-O-benzylidene-3-methylene-α-D-mannopyranoside

Suppliers and Price of (3E)-methyl-(3,4,6-tri-O-benzyl-1-deoxy-β-D-glucopyranosyl)-(1?7C)-2-O-benzyl-4,6-O-benzylidene-3-methylene-α-D-mannopyranoside

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (3E)-methyl-(3,4,6-tri-O-benzyl-1-deoxy-β-D-glucopyranosyl)-(1?7C)-2-O-benzyl-4,6-O-benzylidene-3-methylene-α-D-mannopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (3E)-methyl-(3,4,6-tri-O-benzyl-1-deoxy-β-D-glucopyranosyl)-(1?7C)-2-O-benzyl-4,6-O-benzylidene-3-methylene-α-D-mannopyranoside

There total 4 articles about (3E)-methyl-(3,4,6-tri-O-benzyl-1-deoxy-β-D-glucopyranosyl)-(1?7C)-2-O-benzyl-4,6-O-benzylidene-3-methylene-α-D-mannopyranoside 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: 79.0%

: C₄₉H₅₀O₁₀

: 1431846-05-7
(3E)-methyl-(3,4,6-tri-O-benzyl-1-deoxy-β-D-glucopyranosyl)-(1?7C)-2-O-benzyl-4,6-O-benzylidene-3-methylene-α-D-mannopyranoside

Guidance literature:: With diisobutylaluminium hydride; In hexane; toluene; at -78 - 20 ℃; for 1h; diastereoselective reaction; Inert atmosphere;
DOI:10.1002/anie.201209697

Reference yield:

: 141115-76-6
methyl 2-O-benzyl-4,6-O-(R)-benzylidene-α-D-arabinohexopyranosid-3-ulose

: 1431846-05-7
(3E)-methyl-(3,4,6-tri-O-benzyl-1-deoxy-β-D-glucopyranosyl)-(1?7C)-2-O-benzyl-4,6-O-benzylidene-3-methylene-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: potassium tert-butylate / tetrahydrofuran / 1.5 h / -78 °C / Inert atmosphere

1.2: 2.17 h / -78 - -25 °C / Inert atmosphere

2.1: copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 1-methyl-pyrrolidin-2-one / acetonitrile / 6.67 h / 105 °C / Inert atmosphere

3.1: 3,3-dimethyldioxirane / dichloromethane; acetone / 1.33 h / -78 - 0 °C / Inert atmosphere

4.1: diisobutylaluminium hydride / hexane; toluene / 1 h / -78 - 20 °C / Inert atmosphere

With 1-methyl-pyrrolidin-2-one; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium tert-butylate; 3,3-dimethyldioxirane; diisobutylaluminium hydride; In tetrahydrofuran; hexane; dichloromethane; acetone; toluene; acetonitrile; 2.1: |Stille Cross Coupling;
DOI:10.1002/anie.201209697

Reference yield:

: 1431845-84-9
(3E)-methyl-2-O-benzyl-4,6-O-benzylidene-3-bromomethylene-α-Dmannopyranoside

: 1431846-05-7
(3E)-methyl-(3,4,6-tri-O-benzyl-1-deoxy-β-D-glucopyranosyl)-(1?7C)-2-O-benzyl-4,6-O-benzylidene-3-methylene-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 1-methyl-pyrrolidin-2-one / acetonitrile / 6.67 h / 105 °C / Inert atmosphere

2: 3,3-dimethyldioxirane / dichloromethane; acetone / 1.33 h / -78 - 0 °C / Inert atmosphere

3: diisobutylaluminium hydride / hexane; toluene / 1 h / -78 - 20 °C / Inert atmosphere

With 1-methyl-pyrrolidin-2-one; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 3,3-dimethyldioxirane; diisobutylaluminium hydride; In hexane; dichloromethane; acetone; toluene; acetonitrile; 1: |Stille Cross Coupling;
DOI:10.1002/anie.201209697