3-azidopropyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-((R)-1-carboxyethyl)-β-D-glucopyranoside

Base Information

Chemical Name:3-azidopropyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-((R)-1-carboxyethyl)-β-D-glucopyranoside
CAS No.:1647150-53-5
Molecular Formula:C₂₁H₂₈N₄O₈
Molecular Weight:464.475
Hs Code.:

Synonyms:3-azidopropyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-((R)-1-carboxyethyl)-β-D-glucopyranoside

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Chemical Property of 3-azidopropyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-((R)-1-carboxyethyl)-β-D-glucopyranoside

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Technology Process of 3-azidopropyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-((R)-1-carboxyethyl)-β-D-glucopyranoside

There total 3 articles about 3-azidopropyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-((R)-1-carboxyethyl)-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: 69.0%

: 29617-66-1
(S)-2-chloropropanoic acid

: 3-azidopropyl 2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

: 1647150-53-5
3-azidopropyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-((R)-1-carboxyethyl)-β-D-glucopyranoside

Guidance literature:: 3-azidopropyl 2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside; With sodium hydride; In 1,4-dioxane; mineral oil; at 95 ℃; for 1h;

(S)-2-chloropropanoic acid; In 1,4-dioxane; mineral oil; at 65 ℃; for 1.5h;
DOI:10.3762/bjoc.10.148

Reference yield:

: 595568-98-2
3-azidopropyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside

: 1647150-53-5
3-azidopropyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-((R)-1-carboxyethyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium methylate / methanol / 20 h / 20 °C

2.1: CSA / acetonitrile; N,N-dimethyl-formamide / 18 h / 20 °C

3.1: sodium hydride / 1,4-dioxane; mineral oil / 1 h / 95 °C

3.2: 1.5 h / 65 °C

With sodium methylate; sodium hydride; In 1,4-dioxane; methanol; N,N-dimethyl-formamide; acetonitrile; mineral oil;
DOI:10.3762/bjoc.10.148

Reference yield:

: 595568-99-3
3-azidopropyl 2-acetylamino-2-deoxy-β-D-glucopyranoside

: 1647150-53-5
3-azidopropyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-((R)-1-carboxyethyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: CSA / acetonitrile; N,N-dimethyl-formamide / 18 h / 20 °C

2.1: sodium hydride / 1,4-dioxane; mineral oil / 1 h / 95 °C

2.2: 1.5 h / 65 °C

With sodium hydride; In 1,4-dioxane; N,N-dimethyl-formamide; acetonitrile; mineral oil;
DOI:10.3762/bjoc.10.148