2-azidoethyl 4,6-O-benzylidene-2-deoxy-2-N-phthalimido-β-D-glucopyranoside

Base Information

Chemical Name:2-azidoethyl 4,6-O-benzylidene-2-deoxy-2-N-phthalimido-β-D-glucopyranoside
CAS No.:169151-52-4
Molecular Formula:C₂₃H₂₂N₄O₇
Molecular Weight:466.45
Hs Code.:

Synonyms:2-azidoethyl 4,6-O-benzylidene-2-deoxy-2-N-phthalimido-β-D-glucopyranoside

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Chemical Property of 2-azidoethyl 4,6-O-benzylidene-2-deoxy-2-N-phthalimido-β-D-glucopyranoside

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Technology Process of 2-azidoethyl 4,6-O-benzylidene-2-deoxy-2-N-phthalimido-β-D-glucopyranoside

There total 8 articles about 2-azidoethyl 4,6-O-benzylidene-2-deoxy-2-N-phthalimido-β-D-glucopyranoside 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: 85.5%

: 1021450-15-6
2-[(2R,3R,4R,5S,6R)-2-(2-Azido-ethoxy)-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl]-isoindole-1,3-dione

: 1125-88-8
benzaldehyde dimethyl acetal

: 169151-52-4
2-azidoethyl 4,6-O-benzylidene-2-deoxy-2-N-phthalimido-β-D-glucopyranoside

Guidance literature:: With toluene-4-sulfonic acid; In water; N,N-dimethyl-formamide; at 50 ℃;
DOI:10.1039/b907351e

Reference yield:

: 10022-13-6
1,3,4,6-tetra-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranose

: 169151-52-4
2-azidoethyl 4,6-O-benzylidene-2-deoxy-2-N-phthalimido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: Et₂O*BF₃ / CH₂Cl₂ / 0 - 20 °C

2: 4.04 g / sodium azide; NaI / dimethylformamide / 2 h / 120 °C

3: NaOMe; MeOH / 2 h / 20 °C

4: 3.0 g / CSA / dimethylformamide / 24 h / 20 °C

With methanol; sodium azide; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; sodium methylate; sodium iodide; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol0514202

Reference yield:

: Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-6-(2-chloro-ethoxy)-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-tetrahydro-pyran-4-yl ester

: 169151-52-4
2-azidoethyl 4,6-O-benzylidene-2-deoxy-2-N-phthalimido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 4.04 g / sodium azide; NaI / dimethylformamide / 2 h / 120 °C

2: NaOMe; MeOH / 2 h / 20 °C

3: 3.0 g / CSA / dimethylformamide / 24 h / 20 °C

With methanol; sodium azide; camphor-10-sulfonic acid; sodium methylate; sodium iodide; In N,N-dimethyl-formamide;
DOI:10.1021/ol0514202