[(S)-1-((R)-5-Benzyl-5-methyl-4-oxo-4,5-dihydro-1H-pyrrol-2-yl)-1-benzyloxymethyl-2-methyl-propyl]-carbamic acid tert-butyl ester

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Chemical Name:[(S)-1-((R)-5-Benzyl-5-methyl-4-oxo-4,5-dihydro-1H-pyrrol-2-yl)-1-benzyloxymethyl-2-methyl-propyl]-carbamic acid tert-butyl ester
CAS No.:181861-94-9
Molecular Formula:C₂₉H₃₈N₂O₄
Molecular Weight:478.632
Hs Code.:

Synonyms:[(S)-1-((R)-5-Benzyl-5-methyl-4-oxo-4,5-dihydro-1H-pyrrol-2-yl)-1-benzyloxymethyl-2-methyl-propyl]-carbamic acid tert-butyl ester

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Chemical Property of [(S)-1-((R)-5-Benzyl-5-methyl-4-oxo-4,5-dihydro-1H-pyrrol-2-yl)-1-benzyloxymethyl-2-methyl-propyl]-carbamic acid tert-butyl ester

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Technology Process of [(S)-1-((R)-5-Benzyl-5-methyl-4-oxo-4,5-dihydro-1H-pyrrol-2-yl)-1-benzyloxymethyl-2-methyl-propyl]-carbamic acid tert-butyl ester

There total 7 articles about [(S)-1-((R)-5-Benzyl-5-methyl-4-oxo-4,5-dihydro-1H-pyrrol-2-yl)-1-benzyloxymethyl-2-methyl-propyl]-carbamic acid tert-butyl 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: 88.0%

: ((1R,5R)-1-Benzyl-5-benzyloxymethyl-5-tert-butoxycarbonylamino-1,6-dimethyl-2,4-dioxo-heptyl)-carbamic acid benzyl ester

: 181861-94-9
[(S)-1-((R)-5-Benzyl-5-methyl-4-oxo-4,5-dihydro-1H-pyrrol-2-yl)-1-benzyloxymethyl-2-methyl-propyl]-carbamic acid tert-butyl ester

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol; for 6h; under 760 Torr; Ambient temperature;
DOI:10.1016/0968-0896(96)00094-6

Reference yield:

: 3587-60-8
Benzyloxymethyl chloride

: 181861-94-9
[(S)-1-((R)-5-Benzyl-5-methyl-4-oxo-4,5-dihydro-1H-pyrrol-2-yl)-1-benzyloxymethyl-2-methyl-propyl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: 1.) KHMDS / 1.) THF, toluene, -78 deg C, 20 min, 2.) THF, toluene, -78 deg C, 0.5 h

2: 1N aq. NaOH / methanol / 16 h / Heating

3: benzene / 0.33 h / Heating

4: Et₃N, DMAP / CH₂Cl₂ / 1 h / 0 °C

5: 1.) NaBH₄, 2.) molecular sieves 4 Angstroem, NMO, TPAP / 1.) MeOH, 0 deg C, 1 h, 2.) CH₂Cl₂, RT, 1 h

6: diethyl ether; tetrahydrofuran / 1 h / -78 °C

7: molecular sieves 4 Angstroem, NMO, TPAP / CH₂Cl₂ / 1 h / Ambient temperature

8: LiHMDS / tetrahydrofuran / 0.5 h / -78 °C

9: Dess-Martin periodinane, pyridine / CH₂Cl₂ / 1 h / Ambient temperature

10: 88 percent / H₂ / 5percent Pd/C / methanol / 6 h / 760 Torr / Ambient temperature

With pyridine; dmap; sodium hydroxide; sodium tetrahydroborate; N-methyl-2-indolinone; tetrapropylammonium perruthennate; 4 A molecular sieve; hydrogen; potassium hexamethylsilazane; Dess-Martin periodane; triethylamine; lithium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; benzene;
DOI:10.1016/0968-0896(96)00094-6

Reference yield:

: ((R)-1-Benzyloxymethyl-2-hydroxy-1-isopropyl-propyl)-carbamic acid tert-butyl ester

: 181861-94-9
[(S)-1-((R)-5-Benzyl-5-methyl-4-oxo-4,5-dihydro-1H-pyrrol-2-yl)-1-benzyloxymethyl-2-methyl-propyl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: molecular sieves 4 Angstroem, NMO, TPAP / CH₂Cl₂ / 1 h / Ambient temperature

2: LiHMDS / tetrahydrofuran / 0.5 h / -78 °C

3: Dess-Martin periodinane, pyridine / CH₂Cl₂ / 1 h / Ambient temperature

4: 88 percent / H₂ / 5percent Pd/C / methanol / 6 h / 760 Torr / Ambient temperature

With pyridine; N-methyl-2-indolinone; tetrapropylammonium perruthennate; 4 A molecular sieve; hydrogen; Dess-Martin periodane; lithium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/0968-0896(96)00094-6