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

Base Information

Chemical Name:(2S,3S)-3-[4-(2-Benzyloxycarbonyl-acetyl)-phenoxy]-2-tert-butoxycarbonylamino-4-methyl-pentanoic acid 2-trimethylsilanyl-ethyl ester
CAS No.:136898-37-8
Molecular Formula:C₃₂H₄₅NO₈Si
Molecular Weight:599.797
Hs Code.:

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

There total 15 articles about (2S,3S)-3-[4-(2-Benzyloxycarbonyl-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:

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

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

Guidance literature:: Multi-step reaction with 4 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

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

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 2 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

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

Reference yield:

: 136983-35-2
(R)-4-((S)-1-Hydroxy-2-methyl-propyl)-oxazolidin-2-one

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

Guidance literature:: Multi-step reaction with 9 steps

1: 71 percent / pyridine / 72 h / -10 - 20 °C

2: 93 percent / hexamethylphosphoric acid triamide / 5 h / 90 °C

3: 100 percent / 4-dimethylaminopyridine (DMAP), Et₃N / tetrahydrofuran / 4 h / 20 °C

4: 87 percent / Cs₂CO₃ / methanol / 5 h / 20 °C

5: pyridinium dichromate (PDC) / dimethylformamide / 40 h / 20 °C

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

7: 100 percent / 6 M HCl / dioxane / 5 h / 0 - 20 °C

8: 88 percent / NaHCO₃ / dioxane / 4 h / 20 °C

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

With pyridine; hydrogenchloride; dmap; dipyridinium dichromate; N-cyclohexylcarbodiimide; sodium hydrogencarbonate; caesium carbonate; triethylamine; 1,1'-carbonyldiimidazole; In tetrahydrofuran; 1,4-dioxane; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; N,N-dimethyl-formamide;
DOI:10.1039/c39910001002