dibenzyl 3-(2-acetamido-4,6-O-(R)-benzylidene-3-O-tert-butyldimethylsilyl-2-deoxy-α-D-glucopyranosyl)-2-oxopropylphosphonate

Base Information

Chemical Name:dibenzyl 3-(2-acetamido-4,6-O-(R)-benzylidene-3-O-tert-butyldimethylsilyl-2-deoxy-α-D-glucopyranosyl)-2-oxopropylphosphonate
CAS No.:1182275-47-3
Molecular Formula:C₃₈H₅₀NO₉PSi
Molecular Weight:723.876
Hs Code.:

Synonyms:dibenzyl 3-(2-acetamido-4,6-O-(R)-benzylidene-3-O-tert-butyldimethylsilyl-2-deoxy-α-D-glucopyranosyl)-2-oxopropylphosphonate

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Chemical Property of dibenzyl 3-(2-acetamido-4,6-O-(R)-benzylidene-3-O-tert-butyldimethylsilyl-2-deoxy-α-D-glucopyranosyl)-2-oxopropylphosphonate

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Technology Process of dibenzyl 3-(2-acetamido-4,6-O-(R)-benzylidene-3-O-tert-butyldimethylsilyl-2-deoxy-α-D-glucopyranosyl)-2-oxopropylphosphonate

There total 4 articles about dibenzyl 3-(2-acetamido-4,6-O-(R)-benzylidene-3-O-tert-butyldimethylsilyl-2-deoxy-α-D-glucopyranosyl)-2-oxopropylphosphonate 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: 83.0%

: 19236-58-9
dibenzyl methylphosphonate

: 1182275-44-0
methyl 2-(2-acetamido-4,6-O-(R)-benzylidene-3-O-tert-butyldimethylsilyl-2-deoxy-α-D-glucopyranosyl)acetate

: 1182275-47-3
dibenzyl 3-(2-acetamido-4,6-O-(R)-benzylidene-3-O-tert-butyldimethylsilyl-2-deoxy-α-D-glucopyranosyl)-2-oxopropylphosphonate

Guidance literature:: dibenzyl methylphosphonate; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 1h; Inert atmosphere;

methyl 2-(2-acetamido-4,6-O-(R)-benzylidene-3-O-tert-butyldimethylsilyl-2-deoxy-α-D-glucopyranosyl)acetate; In tetrahydrofuran; at -78 - 20 ℃; Inert atmosphere;
DOI:10.1039/c1ob06124k

Reference yield:

: 1065524-59-5
3-(2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl)propene

: 1182275-47-3
dibenzyl 3-(2-acetamido-4,6-O-(R)-benzylidene-3-O-tert-butyldimethylsilyl-2-deoxy-α-D-glucopyranosyl)-2-oxopropylphosphonate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 1H-imidazole / N,N-dimethyl-formamide / 16 h / 20 °C / Inert atmosphere

2.1: ozone; sodium hydroxide / methanol; dichloromethane / 3 h / -78 °C / Inert atmosphere

3.1: n-butyllithium / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

3.2: -78 - 20 °C / Inert atmosphere

With 1H-imidazole; n-butyllithium; ozone; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/c1ob06124k

Reference yield:

: 1182275-42-8
3-(2-acetamido-4,6-O-(R)-benzylidene-3-O-tert-butyldimethylsilyl-2-deoxy-α-D-glucopyranosyl)prop-1-ene

: 1182275-47-3
dibenzyl 3-(2-acetamido-4,6-O-(R)-benzylidene-3-O-tert-butyldimethylsilyl-2-deoxy-α-D-glucopyranosyl)-2-oxopropylphosphonate

Guidance literature:: Multi-step reaction with 2 steps

1.1: ozone; sodium hydroxide / methanol; dichloromethane / 3 h / -78 °C / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

2.2: -78 - 20 °C / Inert atmosphere

With n-butyllithium; ozone; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1039/c1ob06124k