(2S,3S)-2-Benzyloxycarbonylamino-4-((S)-1-methoxycarbonyl-ethylamino)-3-methyl-butyric acid tert-butyl ester

Base Information

Chemical Name:(2S,3S)-2-Benzyloxycarbonylamino-4-((S)-1-methoxycarbonyl-ethylamino)-3-methyl-butyric acid tert-butyl ester
CAS No.:120230-59-3
Molecular Formula:C₂₁H₃₂N₂O₆
Molecular Weight:408.495
Hs Code.:

Synonyms:(2S,3S)-2-Benzyloxycarbonylamino-4-((S)-1-methoxycarbonyl-ethylamino)-3-methyl-butyric acid tert-butyl ester

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Chemical Property of (2S,3S)-2-Benzyloxycarbonylamino-4-((S)-1-methoxycarbonyl-ethylamino)-3-methyl-butyric acid tert-butyl ester

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Technology Process of (2S,3S)-2-Benzyloxycarbonylamino-4-((S)-1-methoxycarbonyl-ethylamino)-3-methyl-butyric acid tert-butyl ester

There total 7 articles about (2S,3S)-2-Benzyloxycarbonylamino-4-((S)-1-methoxycarbonyl-ethylamino)-3-methyl-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: 89.0%

: 2491-20-5
L-alanine methyl ester hydrochloride

: 120230-57-1
tert-butyl (2S,3R)-2-<(benzoxycarbonyl)amino>-3-methyl-4-oxobutanoate

: 120230-59-3
(2S,3S)-2-Benzyloxycarbonylamino-4-((S)-1-methoxycarbonyl-ethylamino)-3-methyl-butyric acid tert-butyl ester

Guidance literature:: With sodium cyanoborohydride; In methanol; for 0.75h; Ambient temperature;
DOI:10.1021/jo00274a037

Reference yield:

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

: 120230-59-3
(2S,3S)-2-Benzyloxycarbonylamino-4-((S)-1-methoxycarbonyl-ethylamino)-3-methyl-butyric acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

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

2: 460 mg / diisobutylaluminium hydride (DIBAL) / tetrahydrofuran; hexane / 4 h / -30 °C

3: 100 percent / H₂, HOAc / 10percent Pd/C / methanol / 16 h / 2585.7 Torr

4: 92 percent / pyridine / acetonitrile / 3 h / 0 °C

5: 75 percent / N-chlorosuccinimide (NCS), Me₂S / toluene / 4 h / -25 °C

6: 89 percent / NaCNBH₃ / methanol / 0.75 h / Ambient temperature

With pyridine; N-chloro-succinimide; dimethylsulfide; hydrogen; potassium hexamethylsilazane; diisobutylaluminium hydride; sodium cyanoborohydride; 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

: 120230-59-3
(2S,3S)-2-Benzyloxycarbonylamino-4-((S)-1-methoxycarbonyl-ethylamino)-3-methyl-butyric acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 460 mg / diisobutylaluminium hydride (DIBAL) / tetrahydrofuran; hexane / 4 h / -30 °C

2: 100 percent / H₂, HOAc / 10percent Pd/C / methanol / 16 h / 2585.7 Torr

3: 92 percent / pyridine / acetonitrile / 3 h / 0 °C

4: 75 percent / N-chlorosuccinimide (NCS), Me₂S / toluene / 4 h / -25 °C

5: 89 percent / NaCNBH₃ / methanol / 0.75 h / Ambient temperature

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