(S)-2-tert-Butoxycarbonylamino-2-[(R)-5-isopropyl-5-(3-methyl-but-2-enyl)-4-oxo-4,5-dihydro-1H-pyrrol-3-yl]-3-phenyl-propionic acid methyl ester

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Chemical Name:(S)-2-tert-Butoxycarbonylamino-2-[(R)-5-isopropyl-5-(3-methyl-but-2-enyl)-4-oxo-4,5-dihydro-1H-pyrrol-3-yl]-3-phenyl-propionic acid methyl ester
CAS No.:145452-09-1
Molecular Formula:C₂₇H₃₈N₂O₅
Molecular Weight:470.609
Hs Code.:

Synonyms:(S)-2-tert-Butoxycarbonylamino-2-[(R)-5-isopropyl-5-(3-methyl-but-2-enyl)-4-oxo-4,5-dihydro-1H-pyrrol-3-yl]-3-phenyl-propionic acid methyl ester

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Chemical Property of (S)-2-tert-Butoxycarbonylamino-2-[(R)-5-isopropyl-5-(3-methyl-but-2-enyl)-4-oxo-4,5-dihydro-1H-pyrrol-3-yl]-3-phenyl-propionic acid methyl ester

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Technology Process of (S)-2-tert-Butoxycarbonylamino-2-[(R)-5-isopropyl-5-(3-methyl-but-2-enyl)-4-oxo-4,5-dihydro-1H-pyrrol-3-yl]-3-phenyl-propionic acid methyl ester

There total 20 articles about (S)-2-tert-Butoxycarbonylamino-2-[(R)-5-isopropyl-5-(3-methyl-but-2-enyl)-4-oxo-4,5-dihydro-1H-pyrrol-3-yl]-3-phenyl-propionic acid methyl 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:

: 178676-31-8
(R)-2-[(S)-3-tert-Butoxycarbonylamino-3-methoxycarbonyl-4-phenyl-but-(E)-ylideneamino]-2-isopropyl-5-methyl-hex-4-enoic acid methyl ester

: 145452-09-1
(S)-2-tert-Butoxycarbonylamino-2-[(R)-5-isopropyl-5-(3-methyl-but-2-enyl)-4-oxo-4,5-dihydro-1H-pyrrol-3-yl]-3-phenyl-propionic acid methyl ester

Guidance literature:: With potassium hexamethylsilazane; In tetrahydrofuran; for 0.166667h; Yield given; Ambient temperature;
DOI:10.1021/ja00101a017

Reference yield:

: 640-68-6,25609-85-2,7004-03-7,921-10-8
D-Val-OH

: 145452-09-1
(S)-2-tert-Butoxycarbonylamino-2-[(R)-5-isopropyl-5-(3-methyl-but-2-enyl)-4-oxo-4,5-dihydro-1H-pyrrol-3-yl]-3-phenyl-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 1.) aq. NaOH / 1.) ethanol, RT, 0.5 h, 2.) pentane, reflux, 48 h

2: CH₂Cl₂ / 336 h / 5 °C

3: 1.) potassium hexamethyldisilazide / 1.) THF, toluene, -78 deg C, 15 min, 2.) THF, toluene, -78 deg C, 30 min

4: 1N aq. NaOH / methanol / 16 h / Heating

5: K₂CO₃ / dimethylformamide / 1 h / 0 - 20 °C

6: 86 percent / dimedone, Pd(PPh₃)4 / tetrahydrofuran / 16 h / Ambient temperature

7: toluene

8: potassium hexamethyldisilazide / tetrahydrofuran / 0.17 h / Ambient temperature

With sodium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium hexamethylsilazane; potassium carbonate; dimedone; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ja00101a017

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 145452-09-1
(S)-2-tert-Butoxycarbonylamino-2-[(R)-5-isopropyl-5-(3-methyl-but-2-enyl)-4-oxo-4,5-dihydro-1H-pyrrol-3-yl]-3-phenyl-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 90 percent / tetrahydrofuran / 16 h / Heating

2: 1.) O₃, 2.) PPh₃ / 1.) CH₂Cl₂, -78 deg C, 2.) CH₂Cl₂, from -78 deg C to RT

3: toluene

4: potassium hexamethyldisilazide / tetrahydrofuran / 0.17 h / Ambient temperature

With potassium hexamethylsilazane; ozone; triphenylphosphine; In tetrahydrofuran; toluene;
DOI:10.1021/ja00101a017