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

Base Information

Chemical Name:2-naphthyl 2-acetamido-2-deoxy-4,6-O-isopropylidene-3-O-(D-1-carboxyethyl)-β-D-glucopyranoside
CAS No.:404947-52-0
Molecular Formula:C₂₄H₂₉NO₈
Molecular Weight:459.496
Hs Code.:

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

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

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

There total 1 articles about 2-naphthyl 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: 88.0%

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

: 404947-51-9
2-naphthyl 2-acetamido-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranoside

: 404947-52-0
2-naphthyl 2-acetamido-2-deoxy-4,6-O-isopropylidene-3-O-(D-1-carboxyethyl)-β-D-glucopyranoside

Guidance literature:: 2-naphthyl 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: 86.0%

: 66025-93-2
(S)-1-(((R)-1-amino-5-(benzyloxy)-1,5-dioxopentan-2-yl)amino)-1-oxopropan-2-aminium 2,2,2-trifluoroacetate

: 404947-52-0
2-naphthyl 2-acetamido-2-deoxy-4,6-O-isopropylidene-3-O-(D-1-carboxyethyl)-β-D-glucopyranoside

: 404947-54-2
O-(2-naphthyl 2-acetamido-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranosid-3-yl)-D-lactoyl-L-alanyl-D-isoglutamine benzyl ester

Guidance literature:: 2-naphthyl 2-acetamido-2-deoxy-4,6-O-isopropylidene-3-O-(D-1-carboxyethyl)-β-D-glucopyranoside; With 1-hydroxy-pyrrolidine-2,5-dione; dicyclohexyl-carbodiimide; In 1,4-dioxane;

(S)-1-(((R)-1-amino-5-(benzyloxy)-1,5-dioxopentan-2-yl)amino)-1-oxopropan-2-aminium 2,2,2-trifluoroacetate; With triethylamine; In 1,4-dioxane; pH=8;
DOI:10.1023/A:1012940803366

Reference yield:

: 404947-52-0
2-naphthyl 2-acetamido-2-deoxy-4,6-O-isopropylidene-3-O-(D-1-carboxyethyl)-β-D-glucopyranoside

: 404947-55-3
O-(2-naphthyl 2-acetamido-2-deoxy-β-D-glucopyranosid-3-yl)-D-lactoyl-L-alanyl-D-isoglutamine benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: N-hydroxysuccinimide; DCC / dioxane

1.2: 86 percent / triethylamine / dioxane / pH 8

2.1: 100 percent / 80 percent acetic acid / 5 h / Heating

With 1-hydroxy-pyrrolidine-2,5-dione; acetic acid; dicyclohexyl-carbodiimide; In 1,4-dioxane;
DOI:10.1023/A:1012940803366