(2R,3S)-3-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-butyric acid

Base Information

Chemical Name:(2R,3S)-3-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-butyric acid
CAS No.:156174-47-9
Molecular Formula:C₁₇H₂₄N₂O₆
Molecular Weight:352.387
Hs Code.:

Synonyms:(2R,3S)-3-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-butyric acid

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Chemical Property of (2R,3S)-3-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-butyric acid

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Technology Process of (2R,3S)-3-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-butyric acid

There total 14 articles about (2R,3S)-3-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-butyric acid 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: 63.0%

: 168034-38-6
((1S,2R)-2-tert-Butoxycarbonylamino-3-hydroxy-1-methyl-propyl)-carbamic acid benzyl ester

: 156174-47-9
(2R,3S)-3-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-butyric acid

Guidance literature:: With jones reagent; In acetone; at 0 ℃; for 1h;
DOI:10.1246/bcsj.68.1369

Reference yield:

: 158723-45-6,188965-45-9
(Z)-N-[(4R)-3-(tert-butoxycarbonyl)-2,2-dimethyl-1,3-oxazolidin-4-yl]benzylamine N-oxide

: 156174-47-9
(2R,3S)-3-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-butyric acid

Guidance literature:: Multi-step reaction with 5 steps

1: 88 percent / tetrahydrofuran / 2 h / -50 °C

2: H₂ / Pd(OH)2-C / methanol / 72 h / 3620.04 Torr / Ambient temperature

3: aq. NaHCO₃ / dioxane / 0.33 h / 0 °C

4: 88 percent / p-TsOH / methanol / 1 h / Heating

5: NaIO₄, RuCl₃ / acetonitrile; CCl₄; H₂O / 0.08 h

With ruthenium trichloride; sodium periodate; hydrogen; sodium hydrogencarbonate; toluene-4-sulfonic acid; palladium hydroxide - carbon; In tetrahydrofuran; 1,4-dioxane; methanol; tetrachloromethane; water; acetonitrile;
DOI:10.1016/S0957-4166(98)00004-4

Reference yield:

: 188965-47-1
(R)-4-[(S)-1-(Benzyl-hydroxy-amino)-ethyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

: 156174-47-9
(2R,3S)-3-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-butyric acid

Guidance literature:: Multi-step reaction with 4 steps

1: H₂ / Pd(OH)2-C / methanol / 72 h / 3620.04 Torr / Ambient temperature

2: aq. NaHCO₃ / dioxane / 0.33 h / 0 °C

3: 88 percent / p-TsOH / methanol / 1 h / Heating

4: NaIO₄, RuCl₃ / acetonitrile; CCl₄; H₂O / 0.08 h

With ruthenium trichloride; sodium periodate; hydrogen; sodium hydrogencarbonate; toluene-4-sulfonic acid; palladium hydroxide - carbon; In 1,4-dioxane; methanol; tetrachloromethane; water; acetonitrile;
DOI:10.1016/S0957-4166(98)00004-4