1,5-anhydro-4,6-O-benzylidene-2-deoxy-2-C-(2-propenyl)-3-O-myristoyl-D-glucitol

Base Information

Chemical Name:1,5-anhydro-4,6-O-benzylidene-2-deoxy-2-C-(2-propenyl)-3-O-myristoyl-D-glucitol
CAS No.:502493-99-4
Molecular Formula:C₃₀H₄₆O₅
Molecular Weight:486.692
Hs Code.:

Synonyms:1,5-anhydro-4,6-O-benzylidene-2-deoxy-2-C-(2-propenyl)-3-O-myristoyl-D-glucitol

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Chemical Property of 1,5-anhydro-4,6-O-benzylidene-2-deoxy-2-C-(2-propenyl)-3-O-myristoyl-D-glucitol

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Technology Process of 1,5-anhydro-4,6-O-benzylidene-2-deoxy-2-C-(2-propenyl)-3-O-myristoyl-D-glucitol

There total 6 articles about 1,5-anhydro-4,6-O-benzylidene-2-deoxy-2-C-(2-propenyl)-3-O-myristoyl-D-glucitol 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: 98.0%

: 112-64-1
tetradecanoyl chloride

: 502761-21-9
1,5-anhydro-4,6-O-benzylidene-2-deoxy-2-C-(2-propenyl)-D-glucitol

: 502493-99-4
1,5-anhydro-4,6-O-benzylidene-2-deoxy-2-C-(2-propenyl)-3-O-myristoyl-D-glucitol

Guidance literature:: With pyridine; at 20 ℃; for 3h;
DOI:10.1021/ol027458l

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 502493-99-4
1,5-anhydro-4,6-O-benzylidene-2-deoxy-2-C-(2-propenyl)-3-O-myristoyl-D-glucitol

Guidance literature:: Multi-step reaction with 2 steps

1: 90 percent / TsOH*H₂O / acetonitrile / 3 h / 20 °C

2: 98 percent / pyridine / 3 h / 20 °C

With pyridine; toluene-4-sulfonic acid; In acetonitrile;
DOI:10.1021/ol027458l

Reference yield:

: 149300-19-6
1,6-anhydro-2-deoxy-2-C-(2-propenyl)-β-D-glucopyranose

: 502493-99-4
1,5-anhydro-4,6-O-benzylidene-2-deoxy-2-C-(2-propenyl)-3-O-myristoyl-D-glucitol

Guidance literature:: Multi-step reaction with 5 steps

1.1: 81 percent / imidazole / dimethylformamide / 11 h / 0 - 20 °C

2.1: 80 percent / TiCl₄; Et₃SiH / CH₂Cl₂ / 2 h / -78 - -15 °C

3.1: TBAF / tetrahydrofuran / 2.5 h / 20 °C

3.2: pyridine

3.3: 94 percent / NaOMe / methanol

4.1: 90 percent / TsOH*H₂O / acetonitrile / 3 h / 20 °C

5.1: 98 percent / pyridine / 3 h / 20 °C

With pyridine; 1H-imidazole; triethylsilane; tetrabutyl ammonium fluoride; titanium tetrachloride; toluene-4-sulfonic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ol027458l