ethyl (1R,2S,5R)-6-(2,4-dimethoxybenzyl)-4,7-dioxo-2-<(1R)-1,2-isopropylidenedioxyethyl>-3-oxa-6-azabicyclo-<3.2.0>heptane-5-carboxylate

Base Information

Chemical Name:ethyl (1R,2S,5R)-6-(2,4-dimethoxybenzyl)-4,7-dioxo-2-<(1R)-1,2-isopropylidenedioxyethyl>-3-oxa-6-azabicyclo-<3.2.0>heptane-5-carboxylate
CAS No.:114827-84-8
Molecular Formula:C₂₂H₂₇NO₉
Molecular Weight:449.458
Hs Code.:

Synonyms:ethyl (1R,2S,5R)-6-(2,4-dimethoxybenzyl)-4,7-dioxo-2-<(1R)-1,2-isopropylidenedioxyethyl>-3-oxa-6-azabicyclo-<3.2.0>heptane-5-carboxylate

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Chemical Property of ethyl (1R,2S,5R)-6-(2,4-dimethoxybenzyl)-4,7-dioxo-2-<(1R)-1,2-isopropylidenedioxyethyl>-3-oxa-6-azabicyclo-<3.2.0>heptane-5-carboxylate

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Technology Process of ethyl (1R,2S,5R)-6-(2,4-dimethoxybenzyl)-4,7-dioxo-2-<(1R)-1,2-isopropylidenedioxyethyl>-3-oxa-6-azabicyclo-<3.2.0>heptane-5-carboxylate

There total 13 articles about ethyl (1R,2S,5R)-6-(2,4-dimethoxybenzyl)-4,7-dioxo-2-<(1R)-1,2-isopropylidenedioxyethyl>-3-oxa-6-azabicyclo-<3.2.0>heptane-5-carboxylate 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: 75.0%

: 114827-83-7
2-{(2,4-Dimethoxy-benzyl)-[(2S,3R)-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-oxiranecarbonyl]-amino}-malonic acid diethyl ester

: 114827-84-8
ethyl (1R,2S,5R)-6-(2,4-dimethoxybenzyl)-4,7-dioxo-2-<(1R)-1,2-isopropylidenedioxyethyl>-3-oxa-6-azabicyclo-<3.2.0>heptane-5-carboxylate

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In benzene;
DOI:10.1246/cl.1987.1403

Reference yield: 10.0%

: diethyl 2-malonate

: 114827-84-8
ethyl (1R,2S,5R)-6-(2,4-dimethoxybenzyl)-4,7-dioxo-2-<(1R)-1,2-isopropylidenedioxyethyl>-3-oxa-6-azabicyclo-<3.2.0>heptane-5-carboxylate

: 114827-86-0
diethyl 3-<(1S,2R)-1-hydroxy-2,3-isopropylidenedioxypropyl>-2-oxoazetidine-4,4-dicarboxylate

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In benzene; Heating;
DOI:10.1246/bcsj.62.3950

Reference yield:

: 15186-48-8
2,3-isopropylidene-glyceraldehyde

: 114827-84-8
ethyl (1R,2S,5R)-6-(2,4-dimethoxybenzyl)-4,7-dioxo-2-<(1R)-1,2-isopropylidenedioxyethyl>-3-oxa-6-azabicyclo-<3.2.0>heptane-5-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) 55percent NaH (in mineral oil), 2.) acetic acid / 1.) DMSO, 1.5 h, room temperature, 2.) DMSO, 20 h, room temperature

2: 45 percent / DCC / CH₂Cl₂ / 0.5 h / Ambient temperature

3: 52 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene / benzene / Heating

With sodium hydride; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; dicyclohexyl-carbodiimide; In dichloromethane; benzene;
DOI:10.1246/bcsj.62.3950