(2S,3S)-2-Benzyloxycarbonylamino-3-methyl-4-oxo-butyric acid tert-butyl ester

Base Information

Chemical Name:(2S,3S)-2-Benzyloxycarbonylamino-3-methyl-4-oxo-butyric acid tert-butyl ester
CAS No.:120230-58-2
Molecular Formula:C₁₇H₂₃NO₅
Molecular Weight:321.373
Hs Code.:

Synonyms:(2S,3S)-2-Benzyloxycarbonylamino-3-methyl-4-oxo-butyric acid tert-butyl ester

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Chemical Property of (2S,3S)-2-Benzyloxycarbonylamino-3-methyl-4-oxo-butyric acid tert-butyl ester

Chemical Property:

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Technology Process of (2S,3S)-2-Benzyloxycarbonylamino-3-methyl-4-oxo-butyric acid tert-butyl ester

There total 6 articles about (2S,3S)-2-Benzyloxycarbonylamino-3-methyl-4-oxo-butyric 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:

: 120230-56-0
(2S,3S)-tert-butyl 2-(benzyloxycarbonylamino)-4-hydroxy-3-methylbutanoate

: 120230-58-2
(2S,3S)-2-Benzyloxycarbonylamino-3-methyl-4-oxo-butyric acid tert-butyl ester

Guidance literature:: With N-chloro-succinimide; dimethylsulfide; In toluene; at -25 ℃; for 4h;
DOI:10.1021/jo00274a037

Reference yield:

: 120230-41-3
N-(9-phenylfluoren-9-yl)-L-aspartic acid α-t-butyl β-methyl diester

: 120230-58-2
(2S,3S)-2-Benzyloxycarbonylamino-3-methyl-4-oxo-butyric acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) potassium hexamethyldisilazide (KHMDS) / 1.) THF, toluene, -78 deg C, 45 min, 2.) -78 deg C, 1 h

2: 350 mg / diisobutylaluminium hydride (DIBAL) / tetrahydrofuran; hexane / 4 h / -30 °C

3: H₂, HOAc / 10percent Pd/C / methanol / 16 h / 2585.7 Torr

4: pyridine / acetonitrile / 3 h / 0 °C

5: N-chlorosuccinimide, Me₂S / toluene / 4 h / -25 °C

With pyridine; N-chloro-succinimide; dimethylsulfide; hydrogen; potassium hexamethylsilazane; diisobutylaluminium hydride; acetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; hexane; toluene; acetonitrile;
DOI:10.1021/jo00274a037

Reference yield:

: 1094673-91-2
N-(9-phenylfluorenyl)-3-methyl-L-aspartic acid α-tert-butyl β-methyl diester

: 120230-58-2
(2S,3S)-2-Benzyloxycarbonylamino-3-methyl-4-oxo-butyric acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 350 mg / diisobutylaluminium hydride (DIBAL) / tetrahydrofuran; hexane / 4 h / -30 °C

2: H₂, HOAc / 10percent Pd/C / methanol / 16 h / 2585.7 Torr

3: pyridine / acetonitrile / 3 h / 0 °C

4: N-chlorosuccinimide, Me₂S / toluene / 4 h / -25 °C

With pyridine; N-chloro-succinimide; dimethylsulfide; hydrogen; diisobutylaluminium hydride; acetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; hexane; toluene; acetonitrile;
DOI:10.1021/jo00274a037