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

Base Information

Chemical Name:O-(2-naphthyl 2-acetamido-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranosid-3-yl)-D-lactoyl-L-alanyl-D-isoglutamine benzyl ester
CAS No.:404947-54-2
Molecular Formula:C₃₉H₄₈N₄O₁₁
Molecular Weight:748.83
Hs Code.:

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

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Chemical Property of O-(2-naphthyl 2-acetamido-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranosid-3-yl)-D-lactoyl-L-alanyl-D-isoglutamine benzyl ester

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Technology Process of O-(2-naphthyl 2-acetamido-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranosid-3-yl)-D-lactoyl-L-alanyl-D-isoglutamine benzyl ester

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

: 131531-82-3
1-(2-naphthyl) 2-acetamido-2-deoxy-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:: Multi-step reaction with 3 steps

1.1: 96 percent / p-toluenesulfonic acid / dioxane / 1 h / 50 - 55 °C

2.1: NaH / dioxane / 1 h / 95 °C

2.2: 88 percent / dioxane / 3 h / 65 °C

3.1: N-hydroxysuccinimide; DCC / dioxane

3.2: 86 percent / triethylamine / dioxane / pH 8

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

Reference yield:

: 131531-80-1
1-(2-naphthyl) 3,4,6-tri-O-acetyl-2-acetamido-2-deoxy-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:: Multi-step reaction with 4 steps

1.1: 89 percent / NaOMe / methanol / 40 °C

2.1: 96 percent / p-toluenesulfonic acid / dioxane / 1 h / 50 - 55 °C

3.1: NaH / dioxane / 1 h / 95 °C

3.2: 88 percent / dioxane / 3 h / 65 °C

4.1: N-hydroxysuccinimide; DCC / dioxane

4.2: 86 percent / triethylamine / dioxane / pH 8

With 1-hydroxy-pyrrolidine-2,5-dione; sodium methylate; sodium hydride; toluene-4-sulfonic acid; dicyclohexyl-carbodiimide; In 1,4-dioxane; methanol;
DOI:10.1023/A:1012940803366