(4R,5S)-5-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-4-hydroxy-6-phenyl-hexanoic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester

Base Information

• Chemical Name: (4R,5S)-5-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-4-hydroxy-6-phenyl-hexanoic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester
• CAS No.: 207281-59-2
• Molecular Formula: C₃₀H₃₇NO₅
• Molecular Weight: 491.627
• Mol file: 207281-59-2.mol

Synonyms:(4R,5S)-5-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-4-hydroxy-6-phenyl-hexanoic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester

Chemical Property of (4R,5S)-5-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-4-hydroxy-6-phenyl-hexanoic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4R,5S)-5-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-4-hydroxy-6-phenyl-hexanoic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester

There total 1 articles about (4R,5S)-5-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-4-hydroxy-6-phenyl-hexanoic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl 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:

ethynyl, [2-isopropyl-5-methylcyclohexyl(1R,2S,5R)]ether (108167-50-6) + 2(S)-[2-phenyl-1(S)-phthalimidoethyl]oxirane (136465-80-0) → (4R,5S)-5-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-4-hydroxy-6-phenyl-hexanoic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester (207281-59-2) + (5R)-5-((1S)-2-phenyl-1-phthalimidoethyl)dihydrofuran-2(3H)-one

Guidance literature:

With n-butyllithium; boron trifluoride diethyl etherate; water; Yield given. Multistep reaction. Yields of byproduct given; 1.) THF, hexane, -78 deg C, 1.5 h, 2.) -78 deg C to room temperature;

DOI:10.1021/jo9720851

Reference yield: 82.0%

(4R,5S)-5-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-4-hydroxy-6-phenyl-hexanoic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester (207281-59-2) + 4-nitro-benzoic acid (62-23-7) → 4-Nitro-benzoic acid (1S,2S)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-1-[2-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyloxycarbonyl)-ethyl]-3-phenyl-propyl ester

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In benzene; for 24h; Ambient temperature;

DOI:10.1021/jo9720851

Reference yield:

(4R,5S)-5-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-4-hydroxy-6-phenyl-hexanoic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester (207281-59-2) → (5S)-5-((1S)-2-phenyl-1-phthalimidoethyl)dihydrofuran-2(3H)-one

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / PPh₃, DEAD / benzene / 24 h / Ambient temperature

2: 1.) NaOMe, 2.) AcOH / 1.) MeOH, room temperature, 6 h, 3.) toluene, reflux, overnight

With sodium methylate; acetic acid; triphenylphosphine; diethylazodicarboxylate; In benzene;

DOI:10.1021/jo9720851

upstream raw materials:

ethynyl, [2-isopropyl-5-methylcyclohexyl(1R,2S,5R)]ether

2(S)-[2-phenyl-1(S)-phthalimidoethyl]oxirane