benzyl 2-(N-acetyl-N-methylamino)-3-O-(D-1-carboxyethyl)-2-deoxy-5,6-O-isopropylidene-β-D-glucofuranoside

Base Information

Chemical Name:benzyl 2-(N-acetyl-N-methylamino)-3-O-(D-1-carboxyethyl)-2-deoxy-5,6-O-isopropylidene-β-D-glucofuranoside
CAS No.:81086-80-8
Molecular Formula:C₂₂H₃₁NO₈
Molecular Weight:437.49
Hs Code.:

Synonyms:benzyl 2-(N-acetyl-N-methylamino)-3-O-(D-1-carboxyethyl)-2-deoxy-5,6-O-isopropylidene-β-D-glucofuranoside

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Chemical Property of benzyl 2-(N-acetyl-N-methylamino)-3-O-(D-1-carboxyethyl)-2-deoxy-5,6-O-isopropylidene-β-D-glucofuranoside

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Technology Process of benzyl 2-(N-acetyl-N-methylamino)-3-O-(D-1-carboxyethyl)-2-deoxy-5,6-O-isopropylidene-β-D-glucofuranoside

There total 3 articles about benzyl 2-(N-acetyl-N-methylamino)-3-O-(D-1-carboxyethyl)-2-deoxy-5,6-O-isopropylidene-β-D-glucofuranoside 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: 79.0%

: 598-78-7,7474-05-7,29617-66-1,62138-52-7
L-2-chloropropionic acid

: 81086-78-4
benzyl 2-(N-acetyl-N-methylamino)-2-deoxy-5,6-O-isopropylidene-β-D-glucofuranoside

: 81086-80-8
benzyl 2-(N-acetyl-N-methylamino)-3-O-(D-1-carboxyethyl)-2-deoxy-5,6-O-isopropylidene-β-D-glucofuranoside

Guidance literature:: With sodium hydride; In 1,4-dioxane; 1.) 30 min, 90 deg C; 2.) 1.5 h, 65 deg C;
DOI:10.1016/S0008-6215(00)80680-1

Reference yield:

: 58886-40-1
benzyl 2-(benzyloxycarbonyl)amino-2-deoxy-5,6-O-isopropylidene-β-D-glucofuranoside

: 81086-80-8
benzyl 2-(N-acetyl-N-methylamino)-3-O-(D-1-carboxyethyl)-2-deoxy-5,6-O-isopropylidene-β-D-glucofuranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 77 percent / lithium aluminium hydride / tetrahydrofuran / 19 h / Heating

2: 88 percent / methanol / 0.5 h

3: 79 percent / sodium hydride / dioxane / 1.) 30 min, 90 deg C; 2.) 1.5 h, 65 deg C

With lithium aluminium tetrahydride; sodium hydride; In tetrahydrofuran; 1,4-dioxane; methanol;
DOI:10.1016/S0008-6215(00)80680-1

Reference yield:

: 81086-76-2
benzyl 2-deoxy-5,6-O-isopropylidene-2-methylamino-β-D-glucofuranoside

: 81086-80-8
benzyl 2-(N-acetyl-N-methylamino)-3-O-(D-1-carboxyethyl)-2-deoxy-5,6-O-isopropylidene-β-D-glucofuranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 88 percent / methanol / 0.5 h

2: 79 percent / sodium hydride / dioxane / 1.) 30 min, 90 deg C; 2.) 1.5 h, 65 deg C

With sodium hydride; In 1,4-dioxane; methanol;
DOI:10.1016/S0008-6215(00)80680-1