(1S,4R)-4,7,7-Trimethyl-3-oxo-2-oxa-bicyclo[2.2.1]heptane-1-carboxylic acid 1-[(R)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-3-phenyl-propionyl]-1H-pyrrol-2-ylmethyl ester

Base Information

Chemical Name:(1S,4R)-4,7,7-Trimethyl-3-oxo-2-oxa-bicyclo[2.2.1]heptane-1-carboxylic acid 1-[(R)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-3-phenyl-propionyl]-1H-pyrrol-2-ylmethyl ester
CAS No.:142696-11-5
Molecular Formula:C₃₂H₃₀N₂O₇
Molecular Weight:554.599
Hs Code.:

(1S,4R)-4,7,7-Trimethyl-3-oxo-2-oxa-bicyclo[2.2.1]heptane-1-carboxylic acid 1-[(R)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-3-phenyl-propionyl]-1H-pyrrol-2-ylmethyl ester

Synonyms:(1S,4R)-4,7,7-Trimethyl-3-oxo-2-oxa-bicyclo[2.2.1]heptane-1-carboxylic acid 1-[(R)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-3-phenyl-propionyl]-1H-pyrrol-2-ylmethyl ester

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Chemical Property of (1S,4R)-4,7,7-Trimethyl-3-oxo-2-oxa-bicyclo[2.2.1]heptane-1-carboxylic acid 1-[(R)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-3-phenyl-propionyl]-1H-pyrrol-2-ylmethyl ester

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Technology Process of (1S,4R)-4,7,7-Trimethyl-3-oxo-2-oxa-bicyclo[2.2.1]heptane-1-carboxylic acid 1-[(R)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-3-phenyl-propionyl]-1H-pyrrol-2-ylmethyl ester

There total 8 articles about (1S,4R)-4,7,7-Trimethyl-3-oxo-2-oxa-bicyclo[2.2.1]heptane-1-carboxylic acid 1-[(R)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-3-phenyl-propionyl]-1H-pyrrol-2-ylmethyl 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%

: (-)-camphanic acid

: 1-(N-phthaloyl-D-phenylalanyl)pyrrole-2-methanol

: 142696-11-5
(1S,4R)-4,7,7-Trimethyl-3-oxo-2-oxa-bicyclo[2.2.1]heptane-1-carboxylic acid 1-[(R)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-3-phenyl-propionyl]-1H-pyrrol-2-ylmethyl ester

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; for 3h; Ambient temperature;

Reference yield:

: 1003-29-8,254729-95-8
2-pyrrole aldehyde

: 142696-11-5
(1S,4R)-4,7,7-Trimethyl-3-oxo-2-oxa-bicyclo[2.2.1]heptane-1-carboxylic acid 1-[(R)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-3-phenyl-propionyl]-1H-pyrrol-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 88 percent / dmap, N,N-diisopropylethylamine / CH₂Cl₂ / 0.17 h / 0 °C

2: 62 percent / zinc borohydride / diethyl ether / 0.5 h / Ambient temperature

3: 84 percent / PPh₃, diethyl azodicarboxylate / tetrahydrofuran / 3 h / Ambient temperature

With dmap; zinc borohydride; N-ethyl-N,N-diisopropylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; diethyl ether; dichloromethane;

Reference yield:

: 142597-24-8
1-[(R)-2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-3-phenyl-propionyl]-1H-pyrrole-2-carbaldehyde

: 142696-11-5
(1S,4R)-4,7,7-Trimethyl-3-oxo-2-oxa-bicyclo[2.2.1]heptane-1-carboxylic acid 1-[(R)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-3-phenyl-propionyl]-1H-pyrrol-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: Zn(BH₄)2 / diethyl ether / 0.5 h

2: DEAD, PPh₃

With zinc(II) tetrahydroborate; triphenylphosphine; diethylazodicarboxylate; In diethyl ether;
DOI:10.1016/S0040-4039(00)79584-0