2-Allyl-2-((1R,5R)-7-oxo-3-phenoxymethyl-4-thia-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-malonic acid dibenzyl ester

Base Information

Chemical Name:2-Allyl-2-((1R,5R)-7-oxo-3-phenoxymethyl-4-thia-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-malonic acid dibenzyl ester
CAS No.:380413-21-8
Molecular Formula:C₃₁H₂₈N₂O₆S
Molecular Weight:556.639
Hs Code.:

Synonyms:2-Allyl-2-((1R,5R)-7-oxo-3-phenoxymethyl-4-thia-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-malonic acid dibenzyl ester

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Chemical Property of 2-Allyl-2-((1R,5R)-7-oxo-3-phenoxymethyl-4-thia-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-malonic acid dibenzyl ester

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Technology Process of 2-Allyl-2-((1R,5R)-7-oxo-3-phenoxymethyl-4-thia-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-malonic acid dibenzyl ester

There total 10 articles about 2-Allyl-2-((1R,5R)-7-oxo-3-phenoxymethyl-4-thia-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-malonic acid dibenzyl 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: 34.0%

: 106-95-6
allyl bromide

: 380413-19-4
2-((1R,5R)-7-Oxo-3-phenoxymethyl-4-thia-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-malonic acid dibenzyl ester

: 380413-21-8
2-Allyl-2-((1R,5R)-7-oxo-3-phenoxymethyl-4-thia-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-malonic acid dibenzyl ester

Guidance literature:: 2-((1R,5R)-7-Oxo-3-phenoxymethyl-4-thia-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-malonic acid dibenzyl ester; With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃;

allyl bromide; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 16.6h;
DOI:10.1139/v01-100

Reference yield:

: 35500-75-5
(1R)-3-phenoxymethyl-(1rH,5cH)-4-thia-2,6-diaza-bicyclo[3.2.0]hept-2-en-7-one

: 380413-21-8
2-Allyl-2-((1R,5R)-7-oxo-3-phenoxymethyl-4-thia-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-malonic acid dibenzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: 49 percent / benzyltrimethylammonium hydroxide / dimethylformamide; methanol / -55 - 0 °C

2.1: sodium hydride / dimethylformamide / 0 - 20 °C

2.2: 34 percent / dimethylformamide / 16.6 h / 0 - 20 °C

With N-benzyl-trimethylammonium hydroxide; sodium hydride; In methanol; N,N-dimethyl-formamide;
DOI:10.1139/v01-100

Reference yield:

: 380412-94-2
3-methyl-2-((1R)-7-oxo-3-phenoxymethyl-(1rH,5cH)-4-thia-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-but-2-enoic acid methyl ester

: 380413-21-8
2-Allyl-2-((1R,5R)-7-oxo-3-phenoxymethyl-4-thia-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-malonic acid dibenzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 78 percent / potassium permanganate; magnesium sulfate / H₂O; ethanol

2.1: 49 percent / benzyltrimethylammonium hydroxide / dimethylformamide; methanol / -55 - 0 °C

3.1: sodium hydride / dimethylformamide / 0 - 20 °C

3.2: 34 percent / dimethylformamide / 16.6 h / 0 - 20 °C

With potassium permanganate; N-benzyl-trimethylammonium hydroxide; sodium hydride; magnesium sulfate; In methanol; ethanol; water; N,N-dimethyl-formamide;
DOI:10.1139/v01-100