phenyl 2-acetamido-2-deoxy-4,6-O-isopropylidene-3-O-(D-1-carboxyethyl)-β-D-glucopyranoside

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Chemical Name:phenyl 2-acetamido-2-deoxy-4,6-O-isopropylidene-3-O-(D-1-carboxyethyl)-β-D-glucopyranoside
CAS No.:404947-34-8
Molecular Formula:C₂₀H₂₇NO₈
Molecular Weight:409.436
Hs Code.:

Synonyms:phenyl 2-acetamido-2-deoxy-4,6-O-isopropylidene-3-O-(D-1-carboxyethyl)-β-D-glucopyranoside

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Chemical Property of phenyl 2-acetamido-2-deoxy-4,6-O-isopropylidene-3-O-(D-1-carboxyethyl)-β-D-glucopyranoside

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Technology Process of phenyl 2-acetamido-2-deoxy-4,6-O-isopropylidene-3-O-(D-1-carboxyethyl)-β-D-glucopyranoside

There total 5 articles about phenyl 2-acetamido-2-deoxy-4,6-O-isopropylidene-3-O-(D-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: 76.0%

: 32644-15-8,10327-08-9
(S)-2-bromopropanoic acid

: 404947-30-4
phenyl 2-acetamido-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranoside

: 404947-34-8
phenyl 2-acetamido-2-deoxy-4,6-O-isopropylidene-3-O-(D-1-carboxyethyl)-β-D-glucopyranoside

Guidance literature:: phenyl 2-acetamido-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranoside; With sodium hydride; In 1,4-dioxane; at 95 ℃; for 1h;

(S)-2-bromopropanoic acid; In 1,4-dioxane; at 65 ℃; for 3h;
DOI:10.1023/A:1012940803366

Reference yield:

: 3068-34-6
Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-chloro-tetrahydro-pyran-4-yl ester

: 404947-34-8
phenyl 2-acetamido-2-deoxy-4,6-O-isopropylidene-3-O-(D-1-carboxyethyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: 66 percent / triethylbenzylammonium chloride; NaOH / CHCl₃ / 20 °C

2.1: 87 percent / NaOMe / methanol / 40 °C

3.1: 89 percent / p-toluenesulfonic acid / dioxane / 1 h / 50 - 55 °C

4.1: NaH / dioxane / 1 h / 95 °C

4.2: 76 percent / dioxane / 3 h / 65 °C

With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride; sodium methylate; sodium hydride; toluene-4-sulfonic acid; In 1,4-dioxane; methanol; chloroform;
DOI:10.1023/A:1012940803366

Reference yield:

: 108-95-2,27073-41-2
phenol

: 404947-34-8
phenyl 2-acetamido-2-deoxy-4,6-O-isopropylidene-3-O-(D-1-carboxyethyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: 66 percent / triethylbenzylammonium chloride; NaOH / CHCl₃ / 20 °C

2.1: 87 percent / NaOMe / methanol / 40 °C

3.1: 89 percent / p-toluenesulfonic acid / dioxane / 1 h / 50 - 55 °C

4.1: NaH / dioxane / 1 h / 95 °C

4.2: 76 percent / dioxane / 3 h / 65 °C

With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride; sodium methylate; sodium hydride; toluene-4-sulfonic acid; In 1,4-dioxane; methanol; chloroform;
DOI:10.1023/A:1012940803366