5-oxo-2,3-diazabicyclo[2.2.1]heptane-2,3-dicarboxylic acid dibenzyl ester

Base Information

Chemical Name:5-oxo-2,3-diazabicyclo[2.2.1]heptane-2,3-dicarboxylic acid dibenzyl ester
CAS No.:438241-85-1
Molecular Formula:C₂₁H₂₀N₂O₅
Molecular Weight:380.4
Hs Code.:

Synonyms:5-oxo-2,3-diazabicyclo[2.2.1]heptane-2,3-dicarboxylic acid dibenzyl ester

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Chemical Property of 5-oxo-2,3-diazabicyclo[2.2.1]heptane-2,3-dicarboxylic acid dibenzyl ester

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Technology Process of 5-oxo-2,3-diazabicyclo[2.2.1]heptane-2,3-dicarboxylic acid dibenzyl ester

There total 4 articles about 5-oxo-2,3-diazabicyclo[2.2.1]heptane-2,3-dicarboxylic 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: 84.0%

: 438241-82-8
(1S,4R,5R)-5-hydroxy-2,3-diaza-bicyclo[2.2.1]heptane-2,3-dicarboxylic acid dibenzyl ester

: 438241-85-1
5-oxo-2,3-diazabicyclo[2.2.1]heptane-2,3-dicarboxylic acid dibenzyl ester

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -50 - 0 ℃;
DOI:10.1021/jo011190e

Reference yield:

: 2449-05-0
dibenzyl azodicarboxylate

: 438241-85-1
5-oxo-2,3-diazabicyclo[2.2.1]heptane-2,3-dicarboxylic acid dibenzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 100 percent / CH₂Cl₂ / 0 °C

2.1: catecholborane; (S,S)-BDPP / [Rh(COD)Cl]2 / 1,2-dimethoxy-ethane / 0.5 h / -50 °C

2.2: 30 percent H₂O₂; 3 mol/l NaOH / 1,2-dimethoxy-ethane; H₂O / 15 h

3.1: 84 percent / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / -50 - 0 °C

With oxalyl dichloride; (2S,4S)-2,4-bis(diphenylphosphino)pentane; dimethyl sulfoxide; triethylamine; benzo[1,3,2]dioxaborole; chloro(1,5-cyclooctadiene)rhodium(I) dimer; In 1,2-dimethoxyethane; dichloromethane;
DOI:10.1021/jo011190e

Reference yield:

: 542-92-7,25568-84-7,7313-32-8
cyclopenta-1,3-diene

: 438241-85-1
5-oxo-2,3-diazabicyclo[2.2.1]heptane-2,3-dicarboxylic acid dibenzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 100 percent / CH₂Cl₂ / 0 °C

2.1: catecholborane; (S,S)-BDPP / [Rh(COD)Cl]2 / 1,2-dimethoxy-ethane / 0.5 h / -50 °C

2.2: 30 percent H₂O₂; 3 mol/l NaOH / 1,2-dimethoxy-ethane; H₂O / 15 h

3.1: 84 percent / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / -50 - 0 °C

With oxalyl dichloride; (2S,4S)-2,4-bis(diphenylphosphino)pentane; dimethyl sulfoxide; triethylamine; benzo[1,3,2]dioxaborole; chloro(1,5-cyclooctadiene)rhodium(I) dimer; In 1,2-dimethoxyethane; dichloromethane;
DOI:10.1021/jo011190e