cyclohexyl 2-(acetylamino)-2-deoxy-4,6-O-isopropylidene-3-O-[(R)-1-carboxyethyl]-β-D-glucopyranoside

Base Information

Chemical Name:cyclohexyl 2-(acetylamino)-2-deoxy-4,6-O-isopropylidene-3-O-[(R)-1-carboxyethyl]-β-D-glucopyranoside
CAS No.:500768-00-3
Molecular Formula:C₂₀H₃₃NO₈
Molecular Weight:415.484
Hs Code.:

Synonyms:cyclohexyl 2-(acetylamino)-2-deoxy-4,6-O-isopropylidene-3-O-[(R)-1-carboxyethyl]-β-D-glucopyranoside

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Chemical Property of cyclohexyl 2-(acetylamino)-2-deoxy-4,6-O-isopropylidene-3-O-[(R)-1-carboxyethyl]-β-D-glucopyranoside

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Technology Process of cyclohexyl 2-(acetylamino)-2-deoxy-4,6-O-isopropylidene-3-O-[(R)-1-carboxyethyl]-β-D-glucopyranoside

There total 3 articles about cyclohexyl 2-(acetylamino)-2-deoxy-4,6-O-isopropylidene-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: 94.0%

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

: 175469-67-7
cyclohexyl 2-(acetylamino)-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranoside

: 500768-00-3
cyclohexyl 2-(acetylamino)-2-deoxy-4,6-O-isopropylidene-3-O-[(R)-1-carboxyethyl]-β-D-glucopyranoside

Guidance literature:: With sodium hydride; In 1,4-dioxane; at 65 ℃; for 1h;
DOI:10.1023/A:1023944818406

Reference yield:

: 21588-60-3
cyclohexyl 3,4,6-tri-O-acetyl-2-(acetylamino)-2-deoxy-β-D-glucopyranoside

: 500768-00-3
cyclohexyl 2-(acetylamino)-2-deoxy-4,6-O-isopropylidene-3-O-[(R)-1-carboxyethyl]-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 96 percent / sodium methanolate / methanol

2: 81 percent / TsOH / 1 h

3: 94 percent / sodium hydride / dioxane / 1 h / 65 °C

With sodium methylate; sodium hydride; toluene-4-sulfonic acid; In 1,4-dioxane; methanol; 1: Zemplen deacetylation;
DOI:10.1023/A:1023944818406

Reference yield:

: 21559-72-8
cyclohexyl 2-(acetylamino)-2-deoxy-β-D-glucopyranoside

: 500768-00-3
cyclohexyl 2-(acetylamino)-2-deoxy-4,6-O-isopropylidene-3-O-[(R)-1-carboxyethyl]-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 81 percent / TsOH / 1 h

2: 94 percent / sodium hydride / dioxane / 1 h / 65 °C

With sodium hydride; toluene-4-sulfonic acid; In 1,4-dioxane;
DOI:10.1023/A:1023944818406