2,6-anhydro-7,8-dideoxy-1,3,4,5-tetra-O-methyl-8-(trimethylsilyl)-D-glycero-L-gulo-oct-7-ynitol

Base Information

Chemical Name:2,6-anhydro-7,8-dideoxy-1,3,4,5-tetra-O-methyl-8-(trimethylsilyl)-D-glycero-L-gulo-oct-7-ynitol
CAS No.:1449681-49-5
Molecular Formula:C₁₅H₂₈O₅Si
Molecular Weight:316.47
Hs Code.:

Synonyms:2,6-anhydro-7,8-dideoxy-1,3,4,5-tetra-O-methyl-8-(trimethylsilyl)-D-glycero-L-gulo-oct-7-ynitol

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Chemical Property of 2,6-anhydro-7,8-dideoxy-1,3,4,5-tetra-O-methyl-8-(trimethylsilyl)-D-glycero-L-gulo-oct-7-ynitol

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Technology Process of 2,6-anhydro-7,8-dideoxy-1,3,4,5-tetra-O-methyl-8-(trimethylsilyl)-D-glycero-L-gulo-oct-7-ynitol

There total 1 articles about 2,6-anhydro-7,8-dideoxy-1,3,4,5-tetra-O-methyl-8-(trimethylsilyl)-D-glycero-L-gulo-oct-7-ynitol 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: 66.0%

: 81353-38-0
(trimethylsilylethynyl)tributyltin

: 38791-33-2
1-O-acetyl-2,3,4,6-tetra-O-methyl-α/β-D-glucopyranose

: 1449681-49-5
2,6-anhydro-7,8-dideoxy-1,3,4,5-tetra-O-methyl-8-(trimethylsilyl)-D-glycero-L-gulo-oct-7-ynitol

Guidance literature:: (trimethylsilylethynyl)tributyltin; 1-O-acetyl-2,3,4,6-tetra-O-methyl-α/β-D-glucopyranose; With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 20 ℃; for 0.25h; Molecular sieve; Inert atmosphere;

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; for 3h;
DOI:10.1002/chem.201301230

Reference yield:

: 1449681-49-5
2,6-anhydro-7,8-dideoxy-1,3,4,5-tetra-O-methyl-8-(trimethylsilyl)-D-glycero-L-gulo-oct-7-ynitol

: 1449681-53-1
2,6-anhydro-7,8-dideoxy-1,3,4,5-tetra-O-methyl-8-phenyl-D-glycero-L-gulo-oct-7-ynitol

Guidance literature:: Multi-step reaction with 2 steps

1: sodium hydroxide / methanol; dichloromethane / 2 h / 20 °C

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(l) iodide; piperidine / 1 h / 80 °C / Inert atmosphere

With piperidine; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydroxide; In methanol; dichloromethane;
DOI:10.1002/chem.201301230

Reference yield:

: 1449681-49-5
2,6-anhydro-7,8-dideoxy-1,3,4,5-tetra-O-methyl-8-(trimethylsilyl)-D-glycero-L-gulo-oct-7-ynitol

: 1449681-55-3
3,7-anhydro-4,5,6,8-tetra-O-methyl-1-phenyl-D-glycero-D-ido-octos-2-ulose

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydroxide / methanol; dichloromethane / 2 h / 20 °C

2.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(l) iodide; piperidine / 1 h / 80 °C / Inert atmosphere

3.1: ozone / dichloromethane / -78 °C

3.2: 6 h / -78 - 20 °C / Darkness

With piperidine; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; ozone; sodium hydroxide; In methanol; dichloromethane;
DOI:10.1002/chem.201301230