(2S,3S)-3-(4-{2-Benzyloxycarbonyl-2-[(Z)-hydroxyimino]-acetyl}-phenoxy)-2-tert-butoxycarbonylamino-4-methyl-pentanoic acid 2-trimethylsilanyl-ethyl ester

Base Information

Chemical Name:(2S,3S)-3-(4-{2-Benzyloxycarbonyl-2-[(Z)-hydroxyimino]-acetyl}-phenoxy)-2-tert-butoxycarbonylamino-4-methyl-pentanoic acid 2-trimethylsilanyl-ethyl ester
CAS No.:136898-38-9
Molecular Formula:C₃₂H₄₄N₂O₉Si
Molecular Weight:628.795
Hs Code.:

(2S,3S)-3-(4-{2-Benzyloxycarbonyl-2-[(Z)-hydroxyimino]-acetyl}-phenoxy)-2-tert-butoxycarbonylamino-4-methyl-pentanoic acid 2-trimethylsilanyl-ethyl ester

Synonyms:(2S,3S)-3-(4-{2-Benzyloxycarbonyl-2-[(Z)-hydroxyimino]-acetyl}-phenoxy)-2-tert-butoxycarbonylamino-4-methyl-pentanoic acid 2-trimethylsilanyl-ethyl ester

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Chemical Property of (2S,3S)-3-(4-{2-Benzyloxycarbonyl-2-[(Z)-hydroxyimino]-acetyl}-phenoxy)-2-tert-butoxycarbonylamino-4-methyl-pentanoic acid 2-trimethylsilanyl-ethyl ester

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Technology Process of (2S,3S)-3-(4-{2-Benzyloxycarbonyl-2-[(Z)-hydroxyimino]-acetyl}-phenoxy)-2-tert-butoxycarbonylamino-4-methyl-pentanoic acid 2-trimethylsilanyl-ethyl ester

There total 16 articles about (2S,3S)-3-(4-{2-Benzyloxycarbonyl-2-[(Z)-hydroxyimino]-acetyl}-phenoxy)-2-tert-butoxycarbonylamino-4-methyl-pentanoic acid 2-trimethylsilanyl-ethyl 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: 79.0%

: 136898-37-8
(2S,3S)-3-[4-(2-Benzyloxycarbonyl-acetyl)-phenoxy]-2-tert-butoxycarbonylamino-4-methyl-pentanoic acid 2-trimethylsilanyl-ethyl ester

: 136898-38-9
(2S,3S)-3-(4-{2-Benzyloxycarbonyl-2-[(Z)-hydroxyimino]-acetyl}-phenoxy)-2-tert-butoxycarbonylamino-4-methyl-pentanoic acid 2-trimethylsilanyl-ethyl ester

Guidance literature:: With acetic acid; sodium nitrite; at 0 ℃; for 4h;
DOI:10.1039/c39910001002

Reference yield:

: 2916-68-9
2-(Trimethylsilyl)ethanol

: 136898-38-9
(2S,3S)-3-(4-{2-Benzyloxycarbonyl-2-[(Z)-hydroxyimino]-acetyl}-phenoxy)-2-tert-butoxycarbonylamino-4-methyl-pentanoic acid 2-trimethylsilanyl-ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: DMAP, cyclohexylcarbodiimide (DCC) / diethyl ether / 20 h / -20 - 20 °C

2: 100 percent / 6 M HCl / dioxane / 5 h / 0 - 20 °C

3: 88 percent / NaHCO₃ / dioxane / 4 h / 20 °C

4: 1.) carbonyldiimidazole (Im₂CO), NaHCO₃ / 1.) THF, 20 deg C, 4 h, 2.) a) 50 deg C, 4 h, b) 20 deg C, 14 h

5: 79 percent / NaNO₂, aq. AcOH / 4 h / 0 °C

With hydrogenchloride; dmap; N-cyclohexylcarbodiimide; sodium hydrogencarbonate; acetic acid; 1,1'-carbonyldiimidazole; sodium nitrite; In 1,4-dioxane; diethyl ether;
DOI:10.1039/c39910001002

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 136898-38-9
(2S,3S)-3-(4-{2-Benzyloxycarbonyl-2-[(Z)-hydroxyimino]-acetyl}-phenoxy)-2-tert-butoxycarbonylamino-4-methyl-pentanoic acid 2-trimethylsilanyl-ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 88 percent / NaHCO₃ / dioxane / 4 h / 20 °C

2: 1.) carbonyldiimidazole (Im₂CO), NaHCO₃ / 1.) THF, 20 deg C, 4 h, 2.) a) 50 deg C, 4 h, b) 20 deg C, 14 h

3: 79 percent / NaNO₂, aq. AcOH / 4 h / 0 °C

With sodium hydrogencarbonate; acetic acid; 1,1'-carbonyldiimidazole; sodium nitrite; In 1,4-dioxane;
DOI:10.1039/c39910001002