(1R,2R,4R)-2-(methoxycarbonyl)-4-[(4-nitrobenzoyl)oxy]cyclopentanecarboxylic acid

Base Information

Chemical Name:(1R,2R,4R)-2-(methoxycarbonyl)-4-[(4-nitrobenzoyl)oxy]cyclopentanecarboxylic acid
CAS No.:1333964-98-9
Molecular Formula:C₁₅H₁₅NO₈
Molecular Weight:337.286
Hs Code.:

Synonyms:(1R,2R,4R)-2-(methoxycarbonyl)-4-[(4-nitrobenzoyl)oxy]cyclopentanecarboxylic acid

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Chemical Property of (1R,2R,4R)-2-(methoxycarbonyl)-4-[(4-nitrobenzoyl)oxy]cyclopentanecarboxylic acid

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Technology Process of (1R,2R,4R)-2-(methoxycarbonyl)-4-[(4-nitrobenzoyl)oxy]cyclopentanecarboxylic acid

There total 6 articles about (1R,2R,4R)-2-(methoxycarbonyl)-4-[(4-nitrobenzoyl)oxy]cyclopentanecarboxylic acid 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:

: 1333964-95-6
benzyl methyl (1R,2R,4S)-4-[(4-nitro-benzoyl)oxy]-1,2-cyclopentanedicarboxylate

: 1333964-98-9
(1R,2R,4R)-2-(methoxycarbonyl)-4-[(4-nitrobenzoyl)oxy]cyclopentanecarboxylic acid

Guidance literature:: benzyl methyl (1R,2R,4S)-4-[(4-nitro-benzoyl)oxy]-1,2-cyclopentanedicarboxylate; With sodium formate; palladium diacetate; In N,N-dimethyl-formamide; at 100 ℃; for 3h; Inert atmosphere;

With hydrogenchloride; In water; N,N-dimethyl-formamide; at 22 ℃; pH=1;

Reference yield:

: 1703-61-3,3128-17-4,3128-18-5,67885-97-6
racemic trans-cyclopentanone-3,4-dicarboxylic acid

: 1333964-98-9
(1R,2R,4R)-2-(methoxycarbonyl)-4-[(4-nitrobenzoyl)oxy]cyclopentanecarboxylic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: water; methanol / 0.25 h / 40 °C / Reflux

2.1: ammonium hydroxide / water / 0.5 h / 80 °C

2.2: 2 h / Reflux

3.1: hydrogen / 5 percent rhodium on alumina / tetrahydrofuran

4.1: sodium carbonate / toluene / 6 h / Inert atmosphere; Reflux

5.1: triphenylphosphine / toluene / 0.5 h / Reflux; Dean-Stark apparatus

5.2: 13 h / -5 - 22 °C

6.1: sodium formate / palladium diacetate / N,N-dimethyl-formamide / 3 h / 100 °C / Inert atmosphere

6.2: 22 °C / pH 1

With ammonium hydroxide; hydrogen; sodium formate; sodium carbonate; triphenylphosphine; palladium diacetate; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; toluene;

Reference yield:

: 35079-19-7
trans-(1R,2R)-1,2-Bis(methoxycarbonyl)-4-oxocyclopentane

: 1333964-98-9
(1R,2R,4R)-2-(methoxycarbonyl)-4-[(4-nitrobenzoyl)oxy]cyclopentanecarboxylic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: hydrogen / 5 percent rhodium on alumina / tetrahydrofuran

2.1: sodium carbonate / toluene / 6 h / Inert atmosphere; Reflux

3.1: triphenylphosphine / toluene / 0.5 h / Reflux; Dean-Stark apparatus

3.2: 13 h / -5 - 22 °C

4.1: sodium formate / palladium diacetate / N,N-dimethyl-formamide / 3 h / 100 °C / Inert atmosphere

4.2: 22 °C / pH 1

With hydrogen; sodium formate; sodium carbonate; triphenylphosphine; palladium diacetate; In tetrahydrofuran; N,N-dimethyl-formamide; toluene;