(3S)-benzyl 4-(2-hydroxy-2-((R)-3-methyl-1-oxoisochroman-6-yl)ethyl)-3-(hydroxymethyl)piperazine-1-carboxylate

Base Information

Chemical Name:(3S)-benzyl 4-(2-hydroxy-2-((R)-3-methyl-1-oxoisochroman-6-yl)ethyl)-3-(hydroxymethyl)piperazine-1-carboxylate
CAS No.:1443739-05-6
Molecular Formula:C₂₅H₃₀N₂O₆
Molecular Weight:454.523
Hs Code.:

Synonyms:(3S)-benzyl 4-(2-hydroxy-2-((R)-3-methyl-1-oxoisochroman-6-yl)ethyl)-3-(hydroxymethyl)piperazine-1-carboxylate

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Chemical Property of (3S)-benzyl 4-(2-hydroxy-2-((R)-3-methyl-1-oxoisochroman-6-yl)ethyl)-3-(hydroxymethyl)piperazine-1-carboxylate

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Technology Process of (3S)-benzyl 4-(2-hydroxy-2-((R)-3-methyl-1-oxoisochroman-6-yl)ethyl)-3-(hydroxymethyl)piperazine-1-carboxylate

There total 10 articles about (3S)-benzyl 4-(2-hydroxy-2-((R)-3-methyl-1-oxoisochroman-6-yl)ethyl)-3-(hydroxymethyl)piperazine-1-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:

: 1426073-55-3
tert-butyl (3S)-3-(hydroxymethyl)-4-{2-hydroxy-2-[(3R)-3-methyl-1-oxo-3,4-dihydro-1H-isochromen-6-yl]ethyl}piperazine-1-carboxylate

: 501-53-1,94274-21-2
benzyl chloroformate

: 1443739-05-6
(3S)-benzyl 4-(2-hydroxy-2-((R)-3-methyl-1-oxoisochroman-6-yl)ethyl)-3-(hydroxymethyl)piperazine-1-carboxylate

Guidance literature:: tert-butyl (3S)-3-(hydroxymethyl)-4-{2-hydroxy-2-[(3R)-3-methyl-1-oxo-3,4-dihydro-1H-isochromen-6-yl]ethyl}piperazine-1-carboxylate; With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1h;

benzyl chloroformate; With triethylamine; In dichloromethane; at 0 ℃; for 0.5h;

Reference yield:

: 68837-59-2
4-bromo-2-methylbenzoic acid

: 1443739-05-6
(3S)-benzyl 4-(2-hydroxy-2-((R)-3-methyl-1-oxoisochroman-6-yl)ethyl)-3-(hydroxymethyl)piperazine-1-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1.1: N,N,N,N,N,N-hexamethylphosphoric triamide; methyllithium / tetrahydrofuran / 0.17 h / -78 °C

1.2: 1 h / -78 °C

1.3: -78 °C

2.1: Chiralpak AS column / Resolution of racemate; Supercritical conditions

3.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; triethylamine / ethanol / 1 h / 100 °C / Microwave irradiation

4.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 20 °C

5.1: ethanol / 3 h / 155 °C / Sealed tube; Microwave irradiation

6.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

6.2: 0.5 h / 0 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; methyllithium; triethylamine; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; In tetrahydrofuran; ethanol; dichloromethane;

Reference yield:

: 1374573-74-6
(3R)-6-bromo-3-methyl-3,4-dihydro-1H-isochromen-1-one

: 1443739-05-6
(3S)-benzyl 4-(2-hydroxy-2-((R)-3-methyl-1-oxoisochroman-6-yl)ethyl)-3-(hydroxymethyl)piperazine-1-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; triethylamine / ethanol / 1 h / 100 °C / Microwave irradiation

2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 20 °C

3.1: ethanol / 3 h / 155 °C / Sealed tube; Microwave irradiation

4.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

4.2: 0.5 h / 0 °C

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; triethylamine; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; In ethanol; dichloromethane;