(2S,3S)-tert-butyl 2-(benzyloxycarbonylamino)-4-hydroxy-3-methylbutanoate

Base Information

Chemical Name:(2S,3S)-tert-butyl 2-(benzyloxycarbonylamino)-4-hydroxy-3-methylbutanoate
CAS No.:120230-56-0
Molecular Formula:C₁₇H₂₅NO₅
Molecular Weight:323.389
Hs Code.:

Synonyms:(2S,3S)-tert-butyl 2-(benzyloxycarbonylamino)-4-hydroxy-3-methylbutanoate

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Chemical Property of (2S,3S)-tert-butyl 2-(benzyloxycarbonylamino)-4-hydroxy-3-methylbutanoate

Chemical Property:

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Technology Process of (2S,3S)-tert-butyl 2-(benzyloxycarbonylamino)-4-hydroxy-3-methylbutanoate

There total 5 articles about (2S,3S)-tert-butyl 2-(benzyloxycarbonylamino)-4-hydroxy-3-methylbutanoate 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: 53.0%

: C₂₀H₂₇NO₈

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

: 120262-55-7
tert-butyl (2S,3R)-2-<(benzoxycarbonyl)amino>-3-methyl-4-hydroxybutanoate

Guidance literature:: C₂₀H₂₇NO₈; With sodium tetrahydroborate; water; In tetrahydrofuran; at 3 - 20 ℃; for 3h;

With hydrogenchloride; In tetrahydrofuran; water; pH=2; Cooling with ice;
DOI:10.1016/j.ejmech.2009.09.038

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 4 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

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

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 3 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

With pyridine; hydrogen; diisobutylaluminium hydride; acetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; hexane; acetonitrile;
DOI:10.1021/jo00274a037