(2S,3R)-2-Benzyloxycarbonylamino-3-[((S)-1-methoxycarbonyl-ethylamino)-methyl]-4-methyl-pentanoic acid tert-butyl ester

Base Information

Chemical Name:(2S,3R)-2-Benzyloxycarbonylamino-3-[((S)-1-methoxycarbonyl-ethylamino)-methyl]-4-methyl-pentanoic acid tert-butyl ester
CAS No.:120230-82-2
Molecular Formula:C₂₃H₃₆N₂O₆
Molecular Weight:436.549
Hs Code.:

Synonyms:(2S,3R)-2-Benzyloxycarbonylamino-3-[((S)-1-methoxycarbonyl-ethylamino)-methyl]-4-methyl-pentanoic acid tert-butyl ester

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

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

There total 5 articles about (2S,3R)-2-Benzyloxycarbonylamino-3-[((S)-1-methoxycarbonyl-ethylamino)-methyl]-4-methyl-pentanoic 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: 52.0%

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

: 120230-81-1
tert-butyl (2S,3S)-2-<(benzoxycarbonyl)amino>-3-isopropyl-4-oxobutanoate

: 120230-82-2
(2S,3R)-2-Benzyloxycarbonylamino-3-[((S)-1-methoxycarbonyl-ethylamino)-methyl]-4-methyl-pentanoic acid tert-butyl ester

Guidance literature:: With sodium cyanoborohydride; In methanol; for 2h; Ambient temperature;
DOI:10.1021/jo00274a037

Reference yield:

: 120230-78-6
tert-butyl (2S,3S)-2-<(9-phenylfluorenyl)amino>-3-isopropyl-4-hydroxybutanoate

: 120230-82-2
(2S,3R)-2-Benzyloxycarbonylamino-3-[((S)-1-methoxycarbonyl-ethylamino)-methyl]-4-methyl-pentanoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: H₂, HOAc / 10percent Pd/C / methanol / 760 Torr

2: NaHCO₃ / ethyl acetate; H₂O / 1.5 h / 0 °C

3: 80 percent / N-chlorosuccinimide (NCS), (CH₃)2S / toluene / 4 h / -25 °C

4: 52 percent / NaCNBH₃ / methanol / 2 h / Ambient temperature

With N-chloro-succinimide; dimethylsulfide; hydrogen; sodium cyanoborohydride; sodium hydrogencarbonate; acetic acid; palladium on activated charcoal; In methanol; water; ethyl acetate; toluene;
DOI:10.1021/jo00274a037

Reference yield:

: 120230-44-6
2-N-(9-phenylfluorenyl)-3-isopropyl-L-aspartic acid α-tert-butyl β-methyl diester

: 120230-82-2
(2S,3R)-2-Benzyloxycarbonylamino-3-[((S)-1-methoxycarbonyl-ethylamino)-methyl]-4-methyl-pentanoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 78 percent / diisobutylaluminum hydride (DIBAL) / toluene; hexane / 0.33 h / -30 °C

2: H₂, HOAc / 10percent Pd/C / methanol / 760 Torr

3: NaHCO₃ / ethyl acetate; H₂O / 1.5 h / 0 °C

4: 80 percent / N-chlorosuccinimide (NCS), (CH₃)2S / toluene / 4 h / -25 °C

5: 52 percent / NaCNBH₃ / methanol / 2 h / Ambient temperature

With N-chloro-succinimide; dimethylsulfide; hydrogen; diisobutylaluminium hydride; sodium cyanoborohydride; sodium hydrogencarbonate; acetic acid; palladium on activated charcoal; In methanol; hexane; water; ethyl acetate; toluene;
DOI:10.1021/jo00274a037