methyl-(3,4,6-tri-O-benzylglucalyl)-(1?7C)-2-O-benzyl-4,6-O-benzylidene-3-methyl-α-D-allopyranoside

Base Information

Chemical Name:methyl-(3,4,6-tri-O-benzylglucalyl)-(1?7C)-2-O-benzyl-4,6-O-benzylidene-3-methyl-α-D-allopyranoside
CAS No.:1431845-99-6
Molecular Formula:C₄₉H₅₂O₉
Molecular Weight:784.946
Hs Code.:

Synonyms:methyl-(3,4,6-tri-O-benzylglucalyl)-(1?7C)-2-O-benzyl-4,6-O-benzylidene-3-methyl-α-D-allopyranoside

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Chemical Property of methyl-(3,4,6-tri-O-benzylglucalyl)-(1?7C)-2-O-benzyl-4,6-O-benzylidene-3-methyl-α-D-allopyranoside

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Technology Process of methyl-(3,4,6-tri-O-benzylglucalyl)-(1?7C)-2-O-benzyl-4,6-O-benzylidene-3-methyl-α-D-allopyranoside

There total 3 articles about methyl-(3,4,6-tri-O-benzylglucalyl)-(1?7C)-2-O-benzyl-4,6-O-benzylidene-3-methyl-α-D-allopyranoside 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: 60.0%

: 1431845-91-8
(3E)-methyl-(3,4,6-tri-O-benzylglucalyl)-(1?7C)-2-O-benzyl-4,6-O-benzylidene-3-methylene-α-D-glucopyranoside

: 1431845-99-6
methyl-(3,4,6-tri-O-benzylglucalyl)-(1?7C)-2-O-benzyl-4,6-O-benzylidene-3-methyl-α-D-allopyranoside

Guidance literature:: With hydrogen; In tetrahydrofuran; methanol; for 5.5h; under 750.075 Torr; Inert atmosphere;
DOI:10.1002/anie.201209697

Reference yield:

: 1431845-83-8
(3E)-methyl-2-O-benzyl-4,6-O-benzylidene-3-bromomethylene-α-D-glucopyranoside

: 1431845-99-6
methyl-(3,4,6-tri-O-benzylglucalyl)-(1?7C)-2-O-benzyl-4,6-O-benzylidene-3-methyl-α-D-allopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 1-methyl-pyrrolidin-2-one / acetonitrile / 14.17 h / 100 °C / Inert atmosphere; Microwave irradiation

2: hydrogen / methanol; tetrahydrofuran / 5.5 h / 750.08 Torr / Inert atmosphere

With 1-methyl-pyrrolidin-2-one; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydrogen; In tetrahydrofuran; methanol; acetonitrile; 1: |Stille Cross Coupling;
DOI:10.1002/anie.201209697

Reference yield:

: 109010-30-2
methyl 2-O-benzyl-4,6-O-benzylidene-α-D-ribo-hexopyranosid-3-ulose

: 1431845-99-6
methyl-(3,4,6-tri-O-benzylglucalyl)-(1?7C)-2-O-benzyl-4,6-O-benzylidene-3-methyl-α-D-allopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / 0 °C / Inert atmosphere

1.2: 3.5 h / 0 °C / Inert atmosphere

2.1: copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 1-methyl-pyrrolidin-2-one / acetonitrile / 14.17 h / 100 °C / Inert atmosphere; Microwave irradiation

3.1: hydrogen / methanol; tetrahydrofuran / 5.5 h / 750.08 Torr / Inert atmosphere

With 1-methyl-pyrrolidin-2-one; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; hydrogen; In tetrahydrofuran; methanol; hexane; acetonitrile; 1.1: |Wittig Olefination / 1.2: |Wittig Olefination / 2.1: |Stille Cross Coupling;
DOI:10.1002/anie.201209697